Thionyl Chloride → 2-chloromethyl-1-(3-methyl-butyl)-1H-benzoimidazole-5-carboxylic acid methyl ester

HRID 896372ノート

反応式

HRID 896372 の反応式
[CH3:1][O:2][C:3]([C:5]1[CH:20]=[CH:19][C:8]2[N:9]([CH2:14][CH2:15][CH:16]([CH3:18])[CH3:17])[C:10]([CH2:12]O)=[N:11][C:7]=2[CH:6]=1)=[O:4].S(Cl)([Cl:23])=O>C(Cl)Cl>[CH3:1][O:2][C:3]([C:5]1[CH:20]=[CH:19][C:8]2[N:9]([CH2:14][CH2:15][CH:16]([CH3:18])[CH3:17])[C:10]([CH2:12][Cl:23])=[N:11][C:7]=2[CH:6]=1)=[O:4]

参加物

4

反応物 2

HCID 24386Thionyl ChlorideHCID 697080682-hydroxymethyl-1-(3-methyl-butyl)-1H-benzoimidazole-5-carboxylic acid methyl ester

生成物 1

HCID 697093472-chloromethyl-1-(3-methyl-butyl)-1H-benzoimidazole-5-carboxylic acid methyl ester

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

反応条件

温度
0 °C

実験手順

To a cooled (0° C.) solution of 2-hydroxymethyl-1-(3-methyl-butyl)-1H-benzoimidazole-5-carboxylic acid methyl ester (1.00 g, 3.62 mmol) in DCM (10 mL) was added thionyl chloride (396 μL, 5.43 mmol). The solution was stirred at 0° C. for 15 min. and concentrated in vacuo to give 2-chloromethyl-1-(3-methyl-butyl)-1H-benzoimidazole-5-carboxylic acid methyl ester; HCl salt (1.20 g, 100%) as a white solid, which was used without further purification:

後処理

  1. concentrationconcentrated in vacuo

出典と根拠

ORDレコード
ord-1a3330a0aa0447b4b50cb668a69197df
出典データセット
uspto-grants-2005_07
特許番号
US06919331B2

反応ノート

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