Methanol → 3-Oxo-cyclopentanecarboxylic acid methyl ester

HRID 355263

反応式

HRID 355263 の反応式
[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

参加物

4

反応物 3

HCID 887MethanolHCID 1118Sulfuric AcidHCID 2277983-Oxocyclopentanecarboxylic acid

生成物 1

HCID 2376403-Oxo-cyclopentanecarboxylic acid methyl ester収率 84%

実験手順

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).

後処理

  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

出典と根拠

ORDレコード
ord-cdedfc555b254aa79b635d237cdd2b9c
出典データセット
uspto-grants-1983_03
特許番号
US04378314

関連ノート

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