Methanol → 6-(Hydroxymethyl)morpholin-3-one

HRID 1048851ノート

反応式

HRID 1048851 の反応式
CC(C)([O-])C.[K+].Cl[CH2:8][C:9]([NH:11][CH2:12][CH:13]([OH:16])[CH2:14][OH:15])=[O:10].CO.O>C(O)(CC)(C)C>[OH:15][CH2:14][CH:13]1[CH2:12][NH:11][C:9](=[O:10])[CH2:8][O:16]1

参加物

6

反応物 4

HCID 887MethanolHCID 962WaterHCID 132331202-Chloro-N-(2,3-dihydroxypropyl)acetamideHCID 23665647Potassium tert-butoxide

生成物 1

HCID 534019466-(Hydroxymethyl)morpholin-3-one収率 91.8%

試薬・触媒・溶媒 1

HCID 64052-Methyl-2-butanol溶媒2 回

実験手順

To a stirred solution of potassium tert-butoxide (23.4 g, 299.4 mmol) in 200 mL tert-amyl alcohol at room temperature was added 2-chloro-N-(2,3-dihydroxypropyl) acetamide (Step-1 of Intermediate-9) (20 g, 119.6 mmol) in 460 mL tert-amyl alcohol for 2 h under nitrogen atmosphere. After one hour, MeOH (100 mL) and H2O (3 mL) were added and further stirred for 20 min. The reaction mixture was concentrated under vacuum and purified by flash chromatography on silica gel with MeOH/EtOAc (20:80) to give the title compound as a white solid (14.4 g). m/z 132.1

後処理

  1. concentrationThe reaction mixture was concentrated under vacuum
  2. custompurified by flash chromatography on silica gel with MeOH/EtOAc (20:80)

出典と根拠

ORDレコード
ord-9d567468999448218b4af1949708f0d9
出典データセット
uspto-grants-2016_07
特許番号
US09382216B2

反応ノート

読み込み中…