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

HRID 1643218ノート

反応式

HRID 1643218 の反応式
[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]

参加物

5

反応物 3

HCID 8002Butyl bromideHCID 14797Potassium HydroxideHCID 178488774HCID 178488774、化合物

生成物 1

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

試薬・触媒・溶媒 1

HCID 679Dimethyl Sulfoxide溶媒2 回

実験手順

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).

後処理

  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

出典と根拠

ORDレコード
ord-1104959ac9db496d983a8fb6de416e7d
出典データセット
uspto-grants-2012_02
特許番号
US08119665B2

反応ノート

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