Triethylamine → methanesulfonic acid 6,7-dihydro-5H-[1]pyrindin-6-ylmethyl ester

HRID 2375339노트

반응식

HRID 2375339 반응식
[N:1]1[C:9]2[CH2:8][C@H:7]([CH2:10][OH:11])[CH2:6][C:5]=2[CH:4]=[CH:3][CH:2]=1.C(N(CC)CC)C.[CH3:19][S:20](Cl)(=[O:22])=[O:21]>ClCCl.O>[N:1]1[C:9]2[CH2:8][CH:7]([CH2:10][O:11][S:20]([CH3:19])(=[O:22])=[O:21])[CH2:6][C:5]=2[CH:4]=[CH:3][CH:2]=1

참가 물질

6

반응물 3

HCID 8471TriethylamineHCID 31297Methanesulfonyl chlorideHCID 45079528(+)-(6R)-(6,7-dihydro-5H-[1]pyrindin-6-yl)-methanol

생성물 1

HCID 87779704methanesulfonic acid 6,7-dihydro-5H-[1]pyrindin-6-ylmethyl ester수율 102.7%

시약·촉매·용매 2

HCID 962Water용매HCID 6344Dichloromethane용매2회

반응 조건

온도
0 °C

실험 절차

To a solution of 895 mg (6 mmol) of (+)-(6R)-(6,7-dihydro-5H-[1]pyrindin-6-yl)-methanol in 50 ml of anhydrous dichloromethane was added, at −15° C., 0.918 ml (6.6 mmol) of triethylamine and 0.465 ml (6 mmol) of methanesulfonyl chloride. The resulting mixture was stirred at 0° C. for 45 min. The mixture was then diluted with water and dichloromethane and extracted with dichloromethane. Organic layer was dried and evaporated to give 1.4 g (100%) of methanesulfonic acid 6,7-dihydro-5H-[1]pyrindin-6-ylmethyl ester.

후처리

  1. extractionextracted with dichloromethane
  2. customOrganic layer was dried
  3. customevaporated

출처 및 근거

ORD 기록
ord-a38dcdda6dff4ae091d34068fe131365
출처 데이터셋
uspto-grants-2008_12
특허 번호
US07465737B2

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