Sodium Hydroxide → DL-Proline, 1-[(3-fluorophenyl)methyl]-5-oxo-

HRID 1252098노트

반응식

HRID 1252098 반응식
[OH-].[Na+].[F:3][C:4]1[CH:5]=[C:6]([CH2:10][N:11]2[CH:15]([C:16]([O:18]C)=[O:17])[CH2:14][CH2:13][C:12]2=[O:20])[CH:7]=[CH:8][CH:9]=1>O>[F:3][C:4]1[CH:5]=[C:6]([CH2:10][N:11]2[C:12](=[O:20])[CH2:13][CH2:14][CH:15]2[C:16]([OH:18])=[O:17])[CH:7]=[CH:8][CH:9]=1

참가 물질

4

반응물 2

HCID 14798Sodium HydroxideHCID 13885244HCID 13885244, 화합물

생성물 1

HCID 4125295DL-Proline, 1-[(3-fluorophenyl)methyl]-5-oxo-수율 66.2%

시약·촉매·용매 1

HCID 962Water용매

실험 절차

A solution of 19.00 g of sodium hydroxide pellets in 225 ml of water was treated with 115.52 g of (±)-1-[(3-fluorophenyl)methyl]-5-methoxycarbonyl-2-pyrrolidinone and the mixture was heated for four hours (steam bath). The solution was cooled to the ambient temperature and extracted with diethyl ether (3×250 ml). The aqueous phase was acidified with concentrated hydrochloric acid to about pH=1. The aqueous phase was extracted with dichloromethane (2×300 ml) and the combined organic phase was dried over Na2SO4. The solution was vacuum filtered and the filtrate was concentrated to an oil which solidified on standing. The solid was recrystallized from 300 ml of toluene to yield 72.16 g of crystals, m.p. 114°-116.5° C.

후처리

  1. temperaturethe mixture was heated for four hours (steam bath)
  2. extractionextracted with diethyl ether (3×250 ml)
  3. extractionThe aqueous phase was extracted with dichloromethane (2×300 ml)
  4. dry with materialthe combined organic phase was dried over Na2SO4
  5. filtrationfiltered
  6. concentrationthe filtrate was concentrated to an oil which
  7. customThe solid was recrystallized from 300 ml of toluene

출처 및 근거

ORD 기록
ord-cc9230f71e564eda9d768b017ab91ddd
출처 데이터셋
uspto-grants-1988_05
특허 번호
US04742061

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