Water → 1-Cyclopropyl-1-(2,4-difluorophenyl)ethanol

HRID 561416

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HRID 561416 반응식
[F:1][C:2]1[CH:7]=[C:6]([F:8])[CH:5]=[CH:4][C:3]=1[C:9](=[O:11])[CH3:10].[CH:12]1([Mg]Br)[CH2:14][CH2:13]1.O.C(OCC)(=O)C>C(OCC)C.O1CCCC1>[CH:12]1([C:9]([C:3]2[CH:4]=[CH:5][C:6]([F:8])=[CH:7][C:2]=2[F:1])([OH:11])[CH3:10])[CH2:14][CH2:13]1

참가 물질

7

반응물 4

HCID 962WaterHCID 8857Ethyl AcetateHCID 677702,4-DifluoroacetophenoneHCID 178418630HCID 178418630, 화합물

생성물 1

HCID 247496791-Cyclopropyl-1-(2,4-difluorophenyl)ethanol

시약·촉매·용매 2

HCID 3283Diethyl Ether용매HCID 8028Tetrahydrofuran용매

반응 조건

온도
0 °C

실험 절차

1.50 g (9.61 mmol) of 2′,4′-difluoroacetophenone were dissolved at 0° C. in 8 ml of diethyl ether, and 38.4 ml (19.21 mmol) of a 0.5N solution of cyclopropylmagnesium bromide in tetrahydrofuran were slowly added dropwise. Stirring at 0° C. for 1 h was followed by warming to RT, and the reaction solution was mixed with water and ethyl acetate, and the phases were separated. The organic phase was washed with saturated aqueous sodium chloride solution and dried over sodium sulfate, and the solvents were removed in vacuo. The crude product was purified by preparative HPLC (mobile phase: acetonitrile-water gradient) to result in 0.63 g (33% of theory) of the title compound.

후처리

  1. temperatureby warming to RT
  2. customthe phases were separated
  3. washThe organic phase was washed with saturated aqueous sodium chloride solution
  4. dry with materialdried over sodium sulfate
  5. customthe solvents were removed in vacuo
  6. customThe crude product was purified by preparative HPLC (mobile phase: acetonitrile-water gradient)

출처 및 근거

ORD 기록
ord-52d7e875ed7d481392633e4421a1c829
출처 데이터셋
uspto-grants-2011_11
특허 번호
US08063234B2

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