Hydrochloric Acid → Rac-1-[4-(3-fluoro-benzyloxy)-phenyl]-5-oxo-pyrrolidine-3-carboxylic acid

HRID 1244578

반응식

HRID 1244578 반응식
C[O:2][C:3]([CH:5]1[CH2:9][C:8](=[O:10])[N:7]([C:11]2[CH:16]=[CH:15][C:14]([O:17][CH2:18][C:19]3[CH:24]=[CH:23][CH:22]=[C:21]([F:25])[CH:20]=3)=[CH:13][CH:12]=2)[CH2:6]1)=[O:4].[OH-].[Na+].Cl>C1COCC1>[F:25][C:21]1[CH:20]=[C:19]([CH:24]=[CH:23][CH:22]=1)[CH2:18][O:17][C:14]1[CH:13]=[CH:12][C:11]([N:7]2[C:8](=[O:10])[CH2:9][CH:5]([C:3]([OH:4])=[O:2])[CH2:6]2)=[CH:16][CH:15]=1

참가 물질

5

반응물 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 68614055(RS)-1-[4-(3-fluoro-benzyloxy)-phenyl]-5-oxo-pyrrolidine-3-carboxylic acid methyl ester

생성물 1

HCID 21920015Rac-1-[4-(3-fluoro-benzyloxy)-phenyl]-5-oxo-pyrrolidine-3-carboxylic acid

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매2회

반응 조건

온도
50 °C

실험 절차

3.5 g (10.2 mmol) of [Rac] 1-[4-(3-fluoro-benzyloxy)-phenyl]-5-oxo-pyrrolidine-3-carboxylic acid methyl ester (Example 1d) are dispersed in 11.2 ml of a 1N solution of sodium hydroxide, and tetrahydrofuran is added to such an extent that a clear solution is obtained. Thereupon, the reaction mixture is heated to 50° C. during 1 h. For the working-up, the cooled solution is treated with 11.2 ml of 1N hydrochloric acid and THF evaporated under reduced pressure while the product starts to precipitate. The product is filtered and dried under vacuum to yield 2.39 g (71% of theory) of a white solid which is used in the next step without further purification.

후처리

  1. additionis added to such an extent that a clear solution
  2. customis obtained
  3. customevaporated under reduced pressure while the product
  4. customto precipitate
  5. filtrationThe product is filtered
  6. customdried under vacuum
  7. customto yield 2.39 g (71% of theory) of a white solid which
  8. customis used in the next step without further purification

출처 및 근거

ORD 기록
ord-ea7af6511ea746249a48cc8b33583883
출처 데이터셋
uspto-grants-2006_10
특허 번호
US07122562B2

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