Methanol → Methyl 1-(4-hydroxyphenyl)-5-oxopyrrolidine-3-carboxylate

HRID 548637

反応式

HRID 548637 の反応式
S(=O)(=O)(O)O.[OH:6][C:7]1[CH:12]=[CH:11][C:10]([N:13]2[C:17](=[O:18])[CH2:16][CH:15]([C:19]([OH:21])=[O:20])[CH2:14]2)=[CH:9][CH:8]=1.[CH3:22]O>>[OH:6][C:7]1[CH:8]=[CH:9][C:10]([N:13]2[C:17](=[O:18])[CH2:16][CH:15]([C:19]([O:21][CH3:22])=[O:20])[CH2:14]2)=[CH:11][CH:12]=1

参加物

4

反応物 3

HCID 887MethanolHCID 1118Sulfuric AcidHCID 31453971-(4-Hydroxyphenyl)-5-oxopyrrolidine-3-carboxylic acid

生成物 1

HCID 2883518Methyl 1-(4-hydroxyphenyl)-5-oxopyrrolidine-3-carboxylate収率 89%

実験手順

A catalytic amount of concentrated sulfuric acid is added to a solution of 1-(4-hydroxyphenyl)-5-oxopyrrolidine-3-carboxylic acid a50 (3.7 g, 16.7 mmol, 1 eq) in methanol (100 ml) and the mixture is heated at reflux overnight. The solvent is then removed under vacuum, and the residue is dissolved into ethyl acetate. The organic layer is washed with a saturated solution of aqueous sodium hydrogenocarbonate, dried over magnesium sulfate and concentrated under vacuum to afford 3.5 g of methyl 1-(4-hydroxyphenyl)-5-oxopyrrolidine-3-carboxylate a51.

後処理

  1. temperaturethe mixture is heated
  2. temperatureat reflux overnight
  3. customThe solvent is then removed under vacuum
  4. dissolutionthe residue is dissolved into ethyl acetate
  5. washThe organic layer is washed with a saturated solution of aqueous sodium hydrogenocarbonate
  6. dry with materialdried over magnesium sulfate
  7. concentrationconcentrated under vacuum

出典と根拠

ORDレコード
ord-4a25773aa96847629763a960a81eeaa2
出典データセット
uspto-grants-2011_05
特許番号
US07943605B2

関連ノート

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