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6-Methoxy-alpha-tetralone → 1(2H)-Naphthalenone, 5-fluoro-3,4-dihydro-6-methoxy-

HRID 1847197
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HRID 1847197 반응식
[CH3:1][O:2][C:3]1[CH:4]=[C:5]2[C:10](=[CH:11][CH:12]=1)[C:9](=[O:13])[CH2:8][CH2:7][CH2:6]2.[B-](F)(F)(F)[F:15].[B-](F)(F)(F)F.C1[N+]2(CCl)CC[N+](F)(CC2)C1>C(#N)C>[F:15][C:4]1[C:3]([O:2][CH3:1])=[CH:12][CH:11]=[C:10]2[C:5]=1[CH2:6][CH2:7][CH2:8][C:9]2=[O:13]
참가 물질반응 조건실험 절차후처리출처 및 근거반응 노트

참가 물질

4

반응물 2

HCID 141126-Methoxy-alpha-tetraloneHCID 2724933Selectfluor

생성물 1

HCID 131660471(2H)-Naphthalenone, 5-fluoro-3,4-dihydro-6-methoxy-수율 42.1%

시약·촉매·용매 1

HCID 6342Acetonitrile용매

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온도
40 °C

실험 절차

To a solution of 6-methoxy-1-tetralone (200 mg, 1.1 mmol) in ACN (20 mL) was added Selectfluor (603 mg, 1.7 mmol) at rt, and the reaction was stirred at 40° C. overnight. The reaction was filtered and concentrated. The residue was dissolved in EtOAc (40 mL), filtered, and concentrated. Purification by silica gel chromatography (PE/EtOAc/DCM=20:1:2) gave 90 mg (41%) of the title compound as a yellow solid. [M+H] Calc'd for C11H1FO2, 195. Found, 195.

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후처리

  1. filtrationThe reaction was filtered
  2. concentrationconcentrated
  3. dissolutionThe residue was dissolved in EtOAc (40 mL)
  4. filtrationfiltered
  5. concentrationconcentrated
  6. customPurification by silica gel chromatography (PE/EtOAc/DCM=20:1:2)

출처 및 근거

ORD 기록
ord-de9d0878fbfe4a248cb2f91b5feb0aa8
출처 데이터셋
uspto-grants-2015_02
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08952151B2

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