diff --git a/mirai-core-qqandroid/src/commonMain/kotlin/net/mamoe/mirai/qqandroid/message/conversions.kt b/mirai-core-qqandroid/src/commonMain/kotlin/net/mamoe/mirai/qqandroid/message/conversions.kt
index 5eb95d494..e243e0c53 100644
--- a/mirai-core-qqandroid/src/commonMain/kotlin/net/mamoe/mirai/qqandroid/message/conversions.kt
+++ b/mirai-core-qqandroid/src/commonMain/kotlin/net/mamoe/mirai/qqandroid/message/conversions.kt
@@ -33,6 +33,8 @@ private val UNSUPPORTED_MERGED_MESSAGE_PLAIN = PlainText("你的QQ暂不支持
 private val UNSUPPORTED_POKE_MESSAGE_PLAIN = PlainText("[戳一戳]请使用最新版手机QQ体验新功能。")
 private val UNSUPPORTED_FLASH_MESSAGE_PLAIN = PlainText("[闪照]请使用新版手机QQ查看闪照。")
 
+
+@OptIn(ExperimentalStdlibApi::class)
 @Suppress("INVISIBLE_MEMBER", "INVISIBLE_REFERENCE")
 internal fun MessageChain.toRichTextElems(forGroup: Boolean, withGeneralFlags: Boolean): MutableList<ImMsgBody.Elem> {
     val elements = ArrayList<ImMsgBody.Elem>(this.size)
@@ -156,7 +158,13 @@ internal fun MessageChain.toRichTextElems(forGroup: Boolean, withGeneralFlags: B
             is VipFace -> {
                 transformOneMessage(PlainText(it.contentToString()))
             }
-            is PttMessage,
+            is PttMessage -> {
+                elements.add(
+                    ImMsgBody.Elem(
+                        extraInfo = ImMsgBody.ExtraInfo(flags = 16,groupMask = 1)
+                    )
+                )
+            }
             is ForwardMessage,
             is MessageSource, // mirai metadata only
             is RichMessage // already transformed above
@@ -218,8 +226,8 @@ internal fun MsgComm.Msg.toMessageChain(
     val ptt = this.msgBody.richText.ptt
 
     val pptMsg = ptt?.run {
-        when(fileType) {
-            4 -> Voice(String(fileName), fileMd5, fileSize.toLong(),fileKey,String(downPara))
+        when (fileType) {
+            4 -> Voice(String(fileName), fileMd5, fileSize.toLong(), time, String(downPara))
             else -> null
         }
     }
@@ -431,7 +439,8 @@ internal fun List<ImMsgBody.Elem>.joinToMessageChain(groupIdOrZero: Long, bot: B
                                     .orEmpty(),
                             proto.pokeType,
                             proto.vaspokeId
-                        ))
+                        )
+                        )
                     }
                     3 -> {
                         val proto = element.commonElem.pbElem.loadAs(HummerCommelem.MsgElemInfoServtype3.serializer())
diff --git a/mirai-core-qqandroid/src/commonMain/kotlin/net/mamoe/mirai/qqandroid/network/protocol/data/proto/Cmd0x388.kt b/mirai-core-qqandroid/src/commonMain/kotlin/net/mamoe/mirai/qqandroid/network/protocol/data/proto/Cmd0x388.kt
index 8796bd66b..5cc60bbda 100644
--- a/mirai-core-qqandroid/src/commonMain/kotlin/net/mamoe/mirai/qqandroid/network/protocol/data/proto/Cmd0x388.kt
+++ b/mirai-core-qqandroid/src/commonMain/kotlin/net/mamoe/mirai/qqandroid/network/protocol/data/proto/Cmd0x388.kt
@@ -273,7 +273,7 @@ internal class TryUpPttReq(
 internal class TryUpPttRsp(
         @ProtoId(1) @JvmField val fileId: Long = 0L,
         @ProtoId(2) @JvmField val result: Int = 0,
-        @ProtoId(3) @JvmField val failMsg: ByteArray = EMPTY_BYTE_ARRAY,
+        @ProtoId(3) @JvmField val failMsg: ByteArray? = null,
         @ProtoId(4) @JvmField val boolFileExit: Boolean = false,
         @ProtoId(5) @JvmField val uint32UpIp: List<Int>? = null,
         @ProtoId(6) @JvmField val uint32UpPort: List<Int>? = null,
diff --git a/mirai-core-qqandroid/src/commonMain/kotlin/net/mamoe/mirai/qqandroid/network/protocol/packet/chat/receive/MessageSvc.PbSendMsg.kt b/mirai-core-qqandroid/src/commonMain/kotlin/net/mamoe/mirai/qqandroid/network/protocol/packet/chat/receive/MessageSvc.PbSendMsg.kt
index f61114b9a..2a13ab73b 100644
--- a/mirai-core-qqandroid/src/commonMain/kotlin/net/mamoe/mirai/qqandroid/network/protocol/packet/chat/receive/MessageSvc.PbSendMsg.kt
+++ b/mirai-core-qqandroid/src/commonMain/kotlin/net/mamoe/mirai/qqandroid/network/protocol/packet/chat/receive/MessageSvc.PbSendMsg.kt
@@ -144,12 +144,8 @@ internal object MessageSvcPbSendMsg : OutgoingPacketFactory<MessageSvcPbSendMsg.
                                 fileMd5 = md5,
                                 boolValid = true,
                                 fileSize = fileSize.toInt(),
-                                groupFileKey = fileKey,
                                 fileType = 4,
-                                // 不知道能不能解决tim无法收听的问题
-                                reserve = "16 36 20 38 36 65 41 31 04 37 61 39 35 37 37 61 33 62 37 30 33 66 65 33 31 20 20 20 20 20 20 35 30 55 49 30 E3 3F 8F 9F FB CA 1D 79 60 6C F4 74 F2 35 35 34 39 33 30 45 33 33 46 38 46 39 46 46 42 43 41 31 44 37 39 36 30 36 43 46 34 37 34 46 32 2E 61 6D 72 41".hexToBytes(),
-                                pbReserve = "08 00".hexToBytes(),
-                                time = 2
+                                time = voiceLength
                             )
                         }
                     )
diff --git a/mirai-core-qqandroid/src/commonMain/kotlin/net/mamoe/mirai/qqandroid/network/protocol/packet/chat/voice/PttStore.kt b/mirai-core-qqandroid/src/commonMain/kotlin/net/mamoe/mirai/qqandroid/network/protocol/packet/chat/voice/PttStore.kt
index 288c60d01..5b6434471 100644
--- a/mirai-core-qqandroid/src/commonMain/kotlin/net/mamoe/mirai/qqandroid/network/protocol/packet/chat/voice/PttStore.kt
+++ b/mirai-core-qqandroid/src/commonMain/kotlin/net/mamoe/mirai/qqandroid/network/protocol/packet/chat/voice/PttStore.kt
@@ -11,6 +11,7 @@ import net.mamoe.mirai.qqandroid.network.protocol.packet.buildOutgoingUniPacket
 import net.mamoe.mirai.qqandroid.network.protocol.packet.chat.image.ImgStore
 import net.mamoe.mirai.qqandroid.network.protocol.packet.chat.image.getRandomString
 import net.mamoe.mirai.qqandroid.utils._miraiContentToString
+import net.mamoe.mirai.qqandroid.utils.encodeToString
 import net.mamoe.mirai.qqandroid.utils.io.serialization.readProtoBuf
 import net.mamoe.mirai.qqandroid.utils.io.serialization.writeProtoBuf
 import net.mamoe.mirai.qqandroid.utils.toUHexString
@@ -77,6 +78,9 @@ internal class PttStore {
             val resp0 = readProtoBuf(Cmd0x388.RspBody.serializer())
             resp0.msgTryupPttRsp ?: error("cannot find `msgTryupPttRsp` from `Cmd0x388.RspBody`")
             val resp = resp0.msgTryupPttRsp.first()
+            if (resp.failMsg != null) {
+                throw IllegalStateException(resp.failMsg.encodeToString())
+            }
             return Response.RequireUpload(
                 fileId = resp.fileid,
                 uKey = resp.upUkey,
diff --git a/mirai-core/src/commonMain/kotlin/net.mamoe.mirai/message/data/Voice.kt b/mirai-core/src/commonMain/kotlin/net.mamoe.mirai/message/data/Voice.kt
index 8b0a3cee8..0731ab1fb 100644
--- a/mirai-core/src/commonMain/kotlin/net.mamoe.mirai/message/data/Voice.kt
+++ b/mirai-core/src/commonMain/kotlin/net.mamoe.mirai/message/data/Voice.kt
@@ -16,7 +16,7 @@ abstract class PttMessage : MessageContent {
     abstract val fileName: String
     abstract val md5: ByteArray
     abstract val fileSize: Long
-    abstract val fileKey:ByteArray
+    abstract val voiceLength:Int
 
 }
 
@@ -29,7 +29,7 @@ class Voice(
     override val fileName: String,
     override val md5: ByteArray,
     override val fileSize: Long,
-    override val fileKey: ByteArray,
+    override val voiceLength: Int,
     private val _url: String
 ) : PttMessage() {
 
@@ -44,7 +44,7 @@ class Voice(
 
     private var _stringValue: String? = null
         get() = field ?: kotlin.run {
-            field = "[mirai:voice:$fileName]"
+            field = "[mirai:voice:$fileName,url:$url]"
             field
         }