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

HRID 2375339ノート

反応式

HRID 2375339 の反応式
[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

参加物

6

反応物 3

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

生成物 1

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

試薬・触媒・溶媒 2

HCID 962Water溶媒HCID 6344Dichloromethane溶媒2 回

反応条件

温度
0 °C

実験手順

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.

後処理

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

出典と根拠

ORDレコード
ord-a38dcdda6dff4ae091d34068fe131365
出典データセット
uspto-grants-2008_12
特許番号
US07465737B2

反応ノート

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