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

HRID 1802789노트

반응식

HRID 1802789 반응식
[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]

참가 물질

7

반응물 4

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

생성물 2

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

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

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).

후처리

  1. washeluted

출처 및 근거

ORD 기록
ord-8051bc2dcdde45b295a898fe66d72e87
출처 데이터셋
uspto-grants-2013_01
특허 번호
US08349883B2

반응 노트

불러오는 중…