Methanol → 3-Oxo-cyclopentanecarboxylic acid methyl ester

HRID 355263

반응식

HRID 355263 반응식
[O:1]=[C:2]1[CH2:6][CH2:5][CH:4]([C:7]([OH:9])=[O:8])[CH2:3]1.S(=O)(=O)(O)O.[CH3:15]O>>[O:1]=[C:2]1[CH2:6][CH2:5][CH:4]([C:7]([O:9][CH3:15])=[O:8])[CH2:3]1

참가 물질

4

반응물 3

HCID 887MethanolHCID 1118Sulfuric AcidHCID 2277983-Oxocyclopentanecarboxylic acid

생성물 1

HCID 2376403-Oxo-cyclopentanecarboxylic acid methyl ester수율 84%

실험 절차

A solution of 3-oxocyclopentanecarboxylic acid (13.2 g, 103 mmol), MeOH (130 ml) and 98% sulfuric acid (0.1 ml) was heated under reflux with stirring for 1.5 h. The MeOH was evaporated in vacuo. The residue was dissolved in CH2Cl2 (100 ml) and was washed with 1% sodium bicarbonate (50 ml). The solvent was evaporated in vacuo to give the title compound as a liquid, 12.2 g (84% yield); ir (liq.) νmax : 1730-1740 cm-1 ; 1Hmr (CDCl3) δ: 3.71 (s, 3H, OMe), 3.2 (m, 1H, H-1) and 2.5-1.9 ppm (m, 6H, CH2).

후처리

  1. temperatureunder reflux
  2. customThe MeOH was evaporated in vacuo
  3. dissolutionThe residue was dissolved in CH2Cl2 (100 ml)
  4. washwas washed with 1% sodium bicarbonate (50 ml)
  5. customThe solvent was evaporated in vacuo

출처 및 근거

ORD 기록
ord-cdedfc555b254aa79b635d237cdd2b9c
출처 데이터셋
uspto-grants-1983_03
특허 번호
US04378314

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