Water → 2-((5,6-Dimethylbenzimidazole-2-ylthio)methyl)benzoic acid t-butyl ester

HRID 916079ノート

反応式

HRID 916079 の反応式
C(N(CC)CC)C.[C:8]([O:12][C:13](=[O:23])[C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][C:15]=1[CH2:20]CBr)([CH3:11])([CH3:10])[CH3:9].[CH3:24][C:25]1[C:34]([CH3:35])=[CH:33][C:28]2[N:29]=[C:30]([SH:32])[NH:31][C:27]=2[CH:26]=1.O>CN(C)C=O>[C:8]([O:12][C:13](=[O:23])[C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][C:15]=1[CH2:20][S:32][C:30]1[NH:31][C:27]2[CH:26]=[C:25]([CH3:24])[C:34]([CH3:35])=[CH:33][C:28]=2[N:29]=1)([CH3:9])([CH3:10])[CH3:11]

参加物

6

反応物 4

HCID 962WaterHCID 8471TriethylamineHCID 694562422-(Bromoethyl)benzoic acid t-butyl esterHCID 178422342HCID 178422342、化合物

生成物 1

HCID 694570282-((5,6-Dimethylbenzimidazole-2-ylthio)methyl)benzoic acid t-butyl ester収率 59.2%

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

反応条件

温度
80 °C

実験手順

Triethylamine (276 μl, 1.98 mmol) and 2-(bromoethyl)benzoic acid t-butyl ester (538 mg, 1.99 mmol) were added to 5,6-dimethylbenzimidazole-2-thiol (236 mg, 1.32 mmol) in 2 ml of dimethylformamide, which was then stirred at 80° C. for 3 hours. After the reaction was complete, water was added, followed by extraction with ethyl acetate. After drying the ethyl acetate phase with anhydrous sodium sulfate, it was concentrated, and the residue was purified by silica gel column chromatography (hexane:ethyl acetate=3:1) to obtain 2-((5,6-dimethylbenzimidazole-2-ylthio)methyl)benzoic acid t-butyl ester (288 mg, yield 59%).

後処理

  1. extractionfollowed by extraction with ethyl acetate
  2. dry with materialAfter drying the ethyl acetate phase with anhydrous sodium sulfate, it
  3. concentrationwas concentrated
  4. customthe residue was purified by silica gel column chromatography (hexane:ethyl acetate=3:1)

出典と根拠

ORDレコード
ord-1e8aa961a1544995af0c9ff8ffb924b2
出典データセット
uspto-grants-2007_09
特許番号
US07268145B2

反応ノート

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