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Sodium Bicarbonate → (2RS,4SR)-4-(Benzyloxy)-2-fluoro-cyclohexan-1-one

HRID 1970983
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HRID 1970983 반응식
[CH2:1]([O:8][CH:9]1[CH2:14][CH2:13][C:12]([O:15][Si](C(C)(C)C)(C)C)=[CH:11][CH2:10]1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[B-](F)(F)(F)[F:24].[B-](F)(F)(F)F.C1[N+]2(CCl)CC[N+](F)(CC2)C1.C(=O)(O)[O-].[Na+]>CN(C=O)C>[CH2:1]([O:8][CH:9]1[CH2:14][CH2:13][C:12](=[O:15])[CH:11]([F:24])[CH2:10]1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

5

반응물 3

HCID 516892Sodium BicarbonateHCID 2724933SelectfluorHCID 68669646{[4-(Benzyloxy)cyclohex-1-en-1-yl]oxy}(tert-butyl)dimethylsilane

생성물 1

HCID 59543141(2RS,4SR)-4-(Benzyloxy)-2-fluoro-cyclohexan-1-one

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

실험 절차

To a stirred solution of {[4-(benzyloxy)cyclohex-1-en-1-yl]oxy}(tert-butyl)dimethylsilane (11.5 g, 36.1 mmol) in DMF (75 mL) was added Selectfluor (25.6 g, 72.2 mmol) in small portions at 0° C. After completion of the reaction, the mixture was poured into 5% sodium bicarbonate solution. The resulting mixture was extracted with EtOAc, and the combined organics were washed with brine, dried, and concentrate to afford the title compound.

후처리

  1. customAfter completion of the reaction
  2. extractionThe resulting mixture was extracted with EtOAc
  3. washthe combined organics were washed with brine
  4. customdried
  5. concentrationconcentrate

출처 및 근거

ORD 기록
ord-d906d72176fa4e598e50632a6127ac01
출처 데이터셋
uspto-grants-2013_04
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08431569B2

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