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Sodium borohydride → HCID 19434450, 화합물

HRID 889033
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HRID 889033 반응식
C([O:3][C:4]([CH:6]1[CH2:10][CH2:9][N:8]([C:11]2[CH:16]=[CH:15][CH:14]=[C:13]([C:17]([F:20])([F:19])[F:18])[CH:12]=2)[C:7]1=[O:21])=O)C.[BH4-].[Na+]>C(O)C>[OH:3][CH2:4][CH:6]1[CH2:10][CH2:9][N:8]([C:11]2[CH:16]=[CH:15][CH:14]=[C:13]([C:17]([F:18])([F:19])[F:20])[CH:12]=2)[C:7]1=[O:21]
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참가 물질

4

반응물 2

HCID 4311764Sodium borohydrideHCID 574296622-Oxo-1-(3-trifluoromethyl-phenyl)-pyrrolidine-3-carboxylic acid ethyl ester

생성물 1

HCID 19434450HCID 19434450, 화합물수율 43%

시약·촉매·용매 1

HCID 702Ethanol용매

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온도
12.5 °C

실험 절차

A mixture of 2-oxo-1-(3-trifluoromethyl-phenyl)-pyrrolidine-3-carboxylic acid ethyl ester obtained in step 2 (0.5 g, 1.6 mmol) and ethanol were cooled to 10-15° C. Sodium borohydride (0.126 g, 3.3 mmol) was added portion wise over a period of 20 min and the reaction mixture was stirred for 3.5 hrs at 20-25° C. The organic volatiles were evaporated and the residue was taken into brine solution (15 ml). The aqueous layer was extracted with ethyl acetate, dried over Na2SO4 and evaporated to obtain brown semi solid which was purified by preparative TLC to afford 3-Hydroxymethyl-1-(3-trifluoromethyl-phenyl)-pyrrolidin-2-one as a colorless oil (0.177 g, 43%).

후처리

  1. customThe organic volatiles were evaporated
  2. extractionThe aqueous layer was extracted with ethyl acetate
  3. dry with materialdried over Na2SO4
  4. customevaporated
  5. customto obtain brown semi solid which
  6. customwas purified by preparative TLC

출처 및 근거

ORD 기록
ord-5ff374fc80a8489eb5aaf95d754e862a
출처 데이터셋
uspto-grants-2012_08
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08252797B2

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