반응 #1095472

ord-b1564b975d7f4beab8168da06767de58

반응 방정식

CCCC[C@@H](C(=O)O)[C@H](O)C(=O)O
(2S,3R)-3-(n-butyl)-2-hydroxysuccinic acid
Cc1ccccc1
toluene
CC1(C)C2CCC1(CS(=O)(=O)O)C(=O)C2
10-Camphorsulfonic acid
CCCCC(C(=O)O)C1OC(OC)(c2ccccc2)OC1=O
2-(2-methoxy-2-phenyl-4-oxo-1,3-dioxolan-5-yl)hexanoic acid

반응 조건

온도
110°CELSIUS
상세 조건
See reaction.notes.procedure_details.

후처리

  1. 1
    여과filtered through Celite
  2. 2
    세척washed with brine
  3. 3
    건조dried (Na2SO4)
  4. 4
    기타purified by silica gel chromatography

실험 절차

To a solution of (2S,3R)-3-(n-butyl)-2-hydroxysuccinic acid F-4 (300 mg, 1.58 mmol) and powdered molecular sieves (1 g) in trimethyl orthobenzoate (5 mL) and toluene (5 ml) was added 10-Camphorsulfonic acid (20 mg) and the reaction was heated at 110° C. under vacuum (20 torr) for 5 h. The solution was diluted with ethyl acetate, filtered through Celite and washed with brine, dried (Na2SO4) and then purified by silica gel chromatography to afford 1.2 mmol 2-(2-methoxy-2-phenyl-4-oxo-1,3-dioxolan-5-yl)hexanoic acid I-1 (40%).

출처

DOI: 10.6084/m9.figshare.5104873.v1특허: US06797820B2uspto-grants-2004_09