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

HRID 2198782노트

반응식

HRID 2198782 반응식
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

참가 물질

4

반응물 2

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

생성물 1

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

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-a50cc8d588b043378c8dac45d3283058
출처 데이터셋
uspto-grants-1982_11
특허 번호
US04359475

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