Butyl bromide → 3-Butyl-5-(4-methoxy-phenyl)-2-phenyl-3H-imidazole

HRID 1643218노트

반응식

HRID 1643218 반응식
[OH-].[K+].[C:3]1([C:9]2[NH:10][CH:11]=[C:12]([C:14]3[CH:19]=[CH:18][C:17]([O:20][CH3:21])=[CH:16][CH:15]=3)[N:13]=2)[CH:8]=[CH:7][CH:6]=[CH:5][CH:4]=1.Br[CH2:23][CH2:24][CH2:25][CH3:26]>CS(C)=O>[CH2:23]([N:10]1[CH:11]=[C:12]([C:14]2[CH:15]=[CH:16][C:17]([O:20][CH3:21])=[CH:18][CH:19]=2)[N:13]=[C:9]1[C:3]1[CH:4]=[CH:5][CH:6]=[CH:7][CH:8]=1)[CH2:24][CH2:25][CH3:26]

참가 물질

5

반응물 3

HCID 8002Butyl bromideHCID 14797Potassium HydroxideHCID 178488774HCID 178488774, 화합물

생성물 1

HCID 588180333-Butyl-5-(4-methoxy-phenyl)-2-phenyl-3H-imidazole

시약·촉매·용매 1

HCID 679Dimethyl Sulfoxide용매2회

실험 절차

Potassium hydroxide (4.36, 76 mmol, 1.3 eq.) is suspended in 40 ml of anhydrous DMSO, to the suspension is added a solution 2-phenyl-4-(4-methoxyphenyl)imidazole (15.02, 60 mmol) and bromobutane (8.63 g, 63 mmol, 1.05 eq.) in 80 ml of DMSO at room temperature over 2h, the resulting mixture is stirred over 24h, and then poured into 400 ml of ice-water, extracted with ethyl acetate (100 ml×4), washed,with water and brine, dried over anhydrous sodium sulfate. The solvent is evaporated and the product is purified through flash chromatography to give 16.73 g of 4-({[3-Butyl-5-(4-methoxy-phenyl)-2-phenyl-3H-imidazole. MS (+VE) m/z 307 (M+1).

후처리

  1. extractionextracted with ethyl acetate (100 ml×4), washed,with water and brine
  2. dry with materialdried over anhydrous sodium sulfate
  3. customThe solvent is evaporated
  4. customthe product is purified through flash chromatography

출처 및 근거

ORD 기록
ord-1104959ac9db496d983a8fb6de416e7d
출처 데이터셋
uspto-grants-2012_02
특허 번호
US08119665B2

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