1,3-Dichloroacetone → 4-Chloromethyl-2-[2-(2-fluoro-4-trifluoromethyl-phenyl)-vinyl]-oxazole

HRID 892253ノート

反応式

HRID 892253 の反応式
[F:1][C:2]1[CH:7]=[C:6]([C:8]([F:11])([F:10])[F:9])[CH:5]=[CH:4][C:3]=1[CH:12]=[CH:13][C:14]([NH2:16])=[O:15].[Cl:17][CH2:18][C:19]([CH2:21]Cl)=O>C1(C)C=CC=CC=1>[Cl:17][CH2:18][C:19]1[N:16]=[C:14]([CH:13]=[CH:12][C:3]2[CH:4]=[CH:5][C:6]([C:8]([F:11])([F:10])[F:9])=[CH:7][C:2]=2[F:1])[O:15][CH:21]=1

参加物

4

反応物 2

HCID 107931,3-DichloroacetoneHCID 691109983-(2-Fluoro-4-trifluoromethyl-phenyl)-acrylamide

生成物 1

HCID 690723654-Chloromethyl-2-[2-(2-fluoro-4-trifluoromethyl-phenyl)-vinyl]-oxazole収率 23%

試薬・触媒・溶媒 1

HCID 1140Toluene溶媒

実験手順

4.00 g (17.1 mmol) 3-(2-Fluoro-4-trifluoromethyl-phenyl)-acrylamide, 2.60 g (21.3 mmol) 1,3-dichloroacetone and 40 ml toluene were kept at reflux temperature for 16 h with continuous removal of water by use of a water separator (Dean-Stark trap). After cooling to room temperature, two extractions with 100 ml water were performed, the organic phase was dried over sodium sulphate and the solvent removed in vacuo. Chromatography on silica gel (eluent: n-heptane/ethyl acetate 5:1) gave 1.20 g (23%) 4-chloromethyl-2-[2-(2-fluoro-4-trifluoromethyl-phenyl)-vinyl]-oxazole.

後処理

  1. temperatureat reflux temperature for 16 h
  2. customwith continuous removal of water by use of a water separator (Dean-Stark trap)
  3. extractiontwo extractions with 100 ml water
  4. dry with materialthe organic phase was dried over sodium sulphate
  5. customthe solvent removed in vacuo

出典と根拠

ORDレコード
ord-71f2121bc8a74d908ad2b34c678e4d08
出典データセット
uspto-grants-2006_02
特許番号
US07005526B2

反応ノート

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