Acetone → 5-oxo-hexahydro-1H-pyrrolizine-3-carboxylic acid

HRID 980454ノート

反応式

HRID 980454 の反応式
C([O:3][C:4]([CH:6]1[N:13]2[CH:9]([CH2:10][CH2:11][C:12]2=[O:14])[CH2:8][CH2:7]1)=[O:5])C.[OH-].[Na+].CC(C)=O>C(O)C>[O:14]=[C:12]1[CH2:11][CH2:10][CH:9]2[N:13]1[CH:6]([C:4]([OH:5])=[O:3])[CH2:7][CH2:8]2

参加物

5

反応物 3

HCID 180AcetoneHCID 14798Sodium HydroxideHCID 13756031hexahydro-5-oxo-1H-pyrrolizine-3-carboxylic acid ethyl ester

生成物 1

HCID 137560335-oxo-hexahydro-1H-pyrrolizine-3-carboxylic acid

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒

実験手順

A solution of hexahydro-5-oxo-1H-pyrrolizine 3-carboxylic acid ethyl ester (12.6 g, 0.064 mol) in ethanol (35 ml) is treated with a 2N sodium hydroxide solution (35 ml, 0.07 mol) with stirring for 72 hours. The solution is concentrated at reduced pressure and treated with concentrated hydrochloric acid (6 ml) dropwise. The solution is extracted with dichloromethane. The extracts are dried (MgSO4), filtered, and concentrated to yield an oil. Trituration of the oil with acetone yields hexahydro-5-oxo-1H-pyrrolizine 3-carboxylic acid as a white solid with mp 145°-148° C.

後処理

  1. concentrationThe solution is concentrated at reduced pressure
  2. additiontreated with concentrated hydrochloric acid (6 ml) dropwise
  3. extractionThe solution is extracted with dichloromethane
  4. dry with materialThe extracts are dried (MgSO4)
  5. filtrationfiltered
  6. concentrationconcentrated
  7. customto yield an oil

出典と根拠

ORDレコード
ord-4308614fb8ec4a1582666640fb91b8e6
出典データセット
uspto-grants-1987_01
特許番号
US04638006

反応ノート

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