Bromine → 2,7-Bis-(but-2-enoyl)-thioxanthen-9-one

HRID 37760

反応式

HRID 37760 の反応式
[C:1]([C:6]1[CH:19]=[C:18]2[C:9]([S:10][C:11]3[CH:12]=[CH:13][C:14]([C:20](=[O:24])[CH:21]=[CH:22][CH3:23])=[CH:15][C:16]=3[CH2:17]2)=[CH:8][CH:7]=1)(=[O:5])[CH:2]=[CH:3][CH3:4].C1C2CC3C(=CC=CC=3)SC=2C=CC=1.C(Cl)(=[O:43])/C=C/C.[Cl-].[Al+3].[Cl-].[Cl-].BrBr>ClCCl.[Br-].C([N+](CCCC)(CCCC)CCCC)CCC>[C:1]([C:6]1[CH:7]=[CH:8][C:9]2[S:10][C:11]3[C:16](=[CH:15][C:14]([C:20](=[O:24])[CH:21]=[CH:22][CH3:23])=[CH:13][CH:12]=3)[C:17](=[O:43])[C:18]=2[CH:19]=1)(=[O:5])[CH:2]=[CH:3][CH3:4]

参加物

8

反応物 5

HCID 24408BromineHCID 67495ThioxantheneHCID 643131trans-Crotonyl chlorideHCID 6451240Aluminum(III) ChlorideHCID 685978831-[7-(but-2-enoyl)-9H-thioxanthen-2-yl]-but-2-en-1-one

生成物 1

HCID 685969452,7-Bis-(but-2-enoyl)-thioxanthen-9-one

試薬・触媒・溶媒 2

HCID 74236Tetrabutylammonium Bromide触媒HCID 6344Dichloromethane溶媒

実験手順

To 1-[7-(but-2-enoyl)-9H-thioxanthen-2-yl]-but-2-en-1-one, which is synthesized by thioxanthene and crotonoyl chloride in the presence of aluminium chloride as described in WO2005-080337A1, dissolved in dichloromethane are added bromine (2.0 equiv.) and aqueous tetra-n-butylammonium bromide (0.5 equiv.). Stirring the reaction mixture at room temperature and succeeding extractive work-up and purification give 2,7-bis-(but-2-enoyl)-thioxanthen-9-one, which is transformed into the compound of example 9 as described in example 4.

後処理

  1. customwork-up and purification

出典と根拠

ORDレコード
ord-1484c856a3ab479daf9d33fbc09ffbee
出典データセット
uspto-grants-2013_09
特許番号
US08524425B2

関連ノート

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