Sodium hydride → 2-n-butyl-1-(2-chloro-6-fluorophenyl)methyl-1H-imidazole

HRID 36975

반응식

HRID 36975 반응식
[CH2:1]([C:5]1[NH:6][CH:7]=[CH:8][N:9]=1)[CH2:2][CH2:3][CH3:4].[H-].[Na+].[Cl:12][C:13]1[CH:20]=[CH:19][CH:18]=[C:17]([F:21])[C:14]=1[CH2:15]Cl>CN(C)C=O>[CH2:1]([C:5]1[N:6]([CH2:15][C:14]2[C:17]([F:21])=[CH:18][CH:19]=[CH:20][C:13]=2[Cl:12])[CH:7]=[CH:8][N:9]=1)[CH2:2][CH2:3][CH3:4]

참가 물질

5

반응물 3

HCID 24758Sodium hydrideHCID 1086751-Chloro-2-(chloromethyl)-3-fluorobenzeneHCID 118153512-butyl-1H-imidazole

생성물 1

HCID 199367742-n-butyl-1-(2-chloro-6-fluorophenyl)methyl-1H-imidazole

시약·촉매·용매 1

HCID 6228Dimethylformamide용매3회

실험 절차

A solution of 2-n-butylimidazole (3.75 g, 0.03 mol) in dry dimethylformamide (4 mL) was added to sodium hydride (0.95 g) in dimethylformamide (18 mL). After the gas evolution subsided, the mixture was stirred one hour under argon and 2-chloro-6-fluorobenzylchloride (5.5. g, 0.031 mol) in dimethylformamide (7 mL) was added to produce an exotherm. The mixture was stirred for 17 hours at ambient temperature, diluted with ice water and extracted with ethyl acetate. The washed, dried, concentrated organic layer provided 7.63 (94%) of the title compound whose NMR was consistent with the structure. This material was used without further purification.

후처리

  1. customto produce an exotherm
  2. stirringThe mixture was stirred for 17 hours at ambient temperature
  3. extractionextracted with ethyl acetate
  4. customThe washed, dried

출처 및 근거

ORD 기록
ord-9704dfb188a04c0780cfdc54597ca94e
출처 데이터셋
uspto-grants-1995_05
특허 번호
US05418250

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