Ethyl Acetate → HCID 14770844, 화합물

HRID 1090380노트

반응식

HRID 1090380 반응식
[Br:1][C:2]1[C:7]([F:8])=[CH:6][C:5]([CH:9]2[CH2:13][CH2:12][C:11](=[O:14])[CH2:10]2)=[C:4]([F:15])[CH:3]=1.[BH4-].[Na+].[OH-].[Na+].C(OCC)(=O)C>C(O)C.C1COCC1>[Br:1][C:2]1[C:7]([F:8])=[CH:6][C:5]([CH:9]2[CH2:13][CH2:12][CH:11]([OH:14])[CH2:10]2)=[C:4]([F:15])[CH:3]=1

참가 물질

7

반응물 4

HCID 8857Ethyl AcetateHCID 14798Sodium HydroxideHCID 4311764Sodium borohydrideHCID 14770833HCID 14770833, 화합물

생성물 1

HCID 14770844HCID 14770844, 화합물수율 72%

시약·촉매·용매 2

HCID 702Ethanol용매HCID 8028Tetrahydrofuran용매

실험 절차

To 15.0 g (54.5 mmol) of 3-(4-bromo-2,5-difluorophenyl) cyclopentanone in 150 ml of absolute ethanol and 10 ml of THF was added 2.5 g (65.4 mmol) of sodium borohydride portionwise. The reaction mixture was stirred for 21/2 hours at room temperature, then poured into a mixture of 250 ml of 1.0 N NaOH and 250 ml of ethyl acetate. The organic phase was washed with water, dried (MgSO4), and concentrated. The crude product was chromatographed over silica gel, eluting with 80:20 CHCl3 :EtOAc, to give 10.8 g (72%) of the desired product as a yellow oil.

후처리

  1. washThe organic phase was washed with water
  2. dry with materialdried (MgSO4)
  3. concentrationconcentrated
  4. customThe crude product was chromatographed over silica gel
  5. washeluting with 80:20 CHCl3

출처 및 근거

ORD 기록
ord-32bd42ed5942492ab5d1a1ea27e5e11b
출처 데이터셋
uspto-grants-1992_01
특허 번호
US05081254

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