p-Toluenesulfonic acid → 2-(2,2-Dimethyl-4-oxo-1,3-dioxolan-5-yl)hexanoic acid

HRID 1008281노트

반응식

HRID 1008281 반응식
[CH2:1]([C@@H:5]([C:11]([OH:13])=[O:12])[C@H:6]([OH:10])[C:7]([OH:9])=[O:8])[CH2:2][CH2:3][CH3:4].[C:14]1(C)[CH:19]=CC(S(O)(=O)=O)=C[CH:15]=1>COC(OC)(C)C.ClCCl>[CH3:15][C:14]1([CH3:19])[O:8][C:7](=[O:9])[CH:6]([CH:5]([CH2:1][CH2:2][CH2:3][CH3:4])[C:11]([OH:13])=[O:12])[O:10]1

참가 물질

5

반응물 2

HCID 6101p-Toluenesulfonic acidHCID 60111363(2S,3R)-3-(n-butyl)-2-hydroxysuccinic acid

생성물 1

HCID 222565262-(2,2-Dimethyl-4-oxo-1,3-dioxolan-5-yl)hexanoic acid

시약·촉매·용매 2

HCID 6344Dichloromethane용매HCID 64952,2-Dimethoxypropane용매

실험 절차

To a solution of (2S, 3R)-3-(n-butyl)-2-hydroxysuccinic acid F-4 (300 mg, 1.58 mmol) in 2,2-dimethoxypropane (10 mL) was added p-toluenesulfonic acid (20 mg) and the reaction was stirred at room temperature for 16 h. The solution was diluted with dichloromethane and washed with brine, dried (Na2SO4) and then purified by silica gel chromatography to afford 1.2 mmol 2-(2,2-dimethyl-4-oxo-1,3-dioxolan-5-yl)hexanoic acid F-5 (78%).

후처리

  1. washwashed with brine
  2. dry with materialdried (Na2SO4)
  3. custompurified by silica gel chromatography

출처 및 근거

ORD 기록
ord-e9e5b84286444fde9e5e254400c0bfa4
출처 데이터셋
uspto-grants-2004_09
특허 번호
US06797820B2

반응 노트

불러오는 중…