Imidazole → 4-(4-Chlorophenyl)-1-(imidazol-1-yl)butan-2-one

HRID 2198782ノート

反応式

HRID 2198782 の反応式
Cl[CH2:2][C:3](=[O:13])[CH2:4][CH2:5][C:6]1[CH:11]=[CH:10][C:9]([Cl:12])=[CH:8][CH:7]=1.[NH:14]1[CH:18]=[CH:17][N:16]=[CH:15]1>CN(C)C=O>[Cl:12][C:9]1[CH:10]=[CH:11][C:6]([CH2:5][CH2:4][C:3](=[O:13])[CH2:2][N:14]2[CH:18]=[CH:17][N:16]=[CH:15]2)=[CH:7][CH:8]=1

参加物

4

反応物 2

HCID 795ImidazoleHCID 128164651-Chloro-4-(4-chlorophenyl)butan-2-one

生成物 1

HCID 110103354-(4-Chlorophenyl)-1-(imidazol-1-yl)butan-2-one収率 79.4%

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

実験手順

1-Chloro-4-(4-chlorophenyl)-2-butanone (110 g) was added portionwise over half an hour to a stirred suspension of imidazole (175 g) in dimethylformamide (150 ml) at 0° C. and the mixture stirred overnight at ambient temperature. The resulting solution was poured into wate (1500 ml) with seeding at the first sign of turbidity, and the precipitate filtered off and washed well with water and hexane. Chromatography of the product on silica gel (1 Kg), eluting with 7% methanol in methylene chloride gave 100 g of 1-[4-(4-chlorophenyl) butan-2-on-1-yl]imidazole. The hydrochloride salt from acetone/methanol had a m.p. of 172.5°-174° C.

後処理

  1. additionThe resulting solution was poured into wate (1500 ml)
  2. filtrationthe precipitate filtered off
  3. washwashed well with water and hexane
  4. washChromatography of the product on silica gel (1 Kg), eluting with 7% methanol in methylene chloride

出典と根拠

ORDレコード
ord-a50cc8d588b043378c8dac45d3283058
出典データセット
uspto-grants-1982_11
特許番号
US04359475

反応ノート

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