Triethylamine → methanesulfonic acid 2-(2-isopropyl-2H-tetrazol-5-yl)-ethyl ester

HRID 1802789ノート

反応式

HRID 1802789 の反応式
[CH:1]([N:4]1[N:8]=[N:7][C:6]([CH2:9][CH2:10][OH:11])=[N:5]1)([CH3:3])[CH3:2].[CH:12]([N:15]1[C:19]([CH2:20][CH2:21][OH:22])=[N:18][N:17]=[N:16]1)([CH3:14])[CH3:13].[CH3:23][S:24](Cl)(=[O:26])=[O:25].C(N(CC)CC)C>C(Cl)Cl>[CH:1]([N:4]1[N:8]=[N:7][C:6]([CH2:9][CH2:10][O:11][S:24]([CH3:23])(=[O:26])=[O:25])=[N:5]1)([CH3:3])[CH3:2].[CH:12]([N:15]1[C:19]([CH2:20][CH2:21][O:22][S:24]([CH3:23])(=[O:26])=[O:25])=[N:18][N:17]=[N:16]1)([CH3:14])[CH3:13]

参加物

7

反応物 4

HCID 8471TriethylamineHCID 31297Methanesulfonyl chlorideHCID 578992162-(2-isopropyl-2H-tetrazol-5-yl)-ethanolHCID 578992222-(1-isopropyl-1H-tetrazol-5-yl)-ethanol

生成物 2

HCID 57899250methanesulfonic acid 2-(1-isopropyl-1H-tetrazol-5-yl)-ethyl ester収率 4%HCID 57899307methanesulfonic acid 2-(2-isopropyl-2H-tetrazol-5-yl)-ethyl ester収率 17%

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

To a mixture of 2(2-isopropyl-2H-tetrazol-5-yl)-ethanol and 2-(1-isopropyl-1H-tetrazol-5-yl)-ethanol (1.5 g, 9.6 mmol) in methylene chloride (40 mL) was added methanesulfonyl chloride (0.82 mL, 11 mmol) and triethylamine (2.67 mL, 19.2 mmol). The solution was stirred at room temperature for 6 h, loaded on to a silica gel column, and eluted using methylene chloride/heptane followed by ethyl acetate/methylene chloride to provide methanesulfonic acid 2(2-isopropyl-2H-tetrazol-5-yl)-ethyl ester (370 mg, 17% yield) and methanesulfonic acid 2(1-isopropyl-1H-tetrazol-5-yl)-ethyl ester (80 mg, 4% yield).

後処理

  1. washeluted

出典と根拠

ORDレコード
ord-8051bc2dcdde45b295a898fe66d72e87
出典データセット
uspto-grants-2013_01
特許番号
US08349883B2

反応ノート

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