Carbon tetrabromide → (e)-n-[4-(3-Bromo-propyl)-3-chloro-phenyl]-3-(2-chloro-4-trifluoromethyl-phenyl)-acrylamide

HRID 898555ノート

反応式

HRID 898555 の反応式
C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1.[Cl:20][C:21]1[CH:22]=[C:23]([NH:31][C:32](=[O:46])/[CH:33]=[CH:34]/[C:35]2[CH:40]=[CH:39][C:38]([C:41]([F:44])([F:43])[F:42])=[CH:37][C:36]=2[Cl:45])[CH:24]=[CH:25][C:26]=1[CH2:27][CH2:28][CH2:29]O.[Br:47]C(Br)(Br)Br>ClCCl>[Br:47][CH2:29][CH2:28][CH2:27][C:26]1[CH:25]=[CH:24][C:23]([NH:31][C:32](=[O:46])/[CH:33]=[CH:34]/[C:35]2[CH:40]=[CH:39][C:38]([C:41]([F:44])([F:43])[F:42])=[CH:37][C:36]=2[Cl:45])=[CH:22][C:21]=1[Cl:20]

参加物

5

反応物 3

HCID 11205Carbon tetrabromideHCID 11776TriphenylphosphineHCID 68878212(e)-n-[3-Chloro-4-(3-hydroxy-propyl)-phenyl]-3-(2-chloro-4-trifluoromethyl-phenyl)-acrylamide

生成物 1

HCID 87610233(e)-n-[4-(3-Bromo-propyl)-3-chloro-phenyl]-3-(2-chloro-4-trifluoromethyl-phenyl)-acrylamide

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

0.577 g (2.200 mmol) triphenylphosphine was added batchwise to a suspension of 0.836 g (2.000 mmol) (E)-N-[3-chloro-4-(3-hydroxy-propyl)-phenyl]-3-(2-chloro-4-trifluoromethyl-phenyl)-acrylamide and 0.730 g (2.200 mmol) tetrabromomethane in 10 mL dichloromethane and the mixture was stirred for 48 h at RT. The reaction mixture was purified by column chromatography (silica gel, dichloromethane) and the residue was triturated with petroleum ether.

後処理

  1. customThe reaction mixture was purified by column chromatography (silica gel, dichloromethane)
  2. customthe residue was triturated with petroleum ether

出典と根拠

ORDレコード
ord-beab3948de0142909c82ae7a8854c65e
出典データセット
uspto-grants-2008_04
特許番号
US07351719B2

反応ノート

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