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

HRID 980454노트

반응식

HRID 980454 반응식
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

참가 물질

5

반응물 3

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

생성물 1

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

시약·촉매·용매 1

HCID 702Ethanol용매

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-4308614fb8ec4a1582666640fb91b8e6
출처 데이터셋
uspto-grants-1987_01
특허 번호
US04638006

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