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HCID 22144837, 화합물 → 1-(2-Bromo-4-fluoro-phenoxy)-2-methyl-propan-2-ol

HRID 558138
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HRID 558138 반응식
[Br:1][C:2]1[CH:12]=[C:11]([F:13])[CH:10]=[CH:9][C:3]=1[O:4][CH2:5][C:6](=[O:8])[CH3:7].[CH3:14][Mg]Cl>C1COCC1>[Br:1][C:2]1[CH:12]=[C:11]([F:13])[CH:10]=[CH:9][C:3]=1[O:4][CH2:5][C:6]([CH3:14])([OH:8])[CH3:7]
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참가 물질

4

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HCID 22144837HCID 22144837, 화합물HCID 178418332HCID 178418332, 화합물

생성물 1

HCID 574450921-(2-Bromo-4-fluoro-phenoxy)-2-methyl-propan-2-ol수율 42%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

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온도
0 °C

실험 절차

Cool a solution of 1-(2-bromo-4-fluoro-phenoxy)-propan-2-one (520 mg, 2.10 mmol) in THF (4 mL) to 0° C. in an ice bath under nitrogen. Add methylmagnesium chloride (3.0 M in THF, 0.84 mL, 2.53 mmol) dropwise. Stir the mixture at 0° C. for an additional half an hour. Add water and extract with ethyl acetate. Wash the solution with aqueous saturated sodium chloride. Dry over sodium sulfate. Concentrate the solution in vacuo. Purify by column chromatography (hexane to 30% ethyl acetate in hexane) to give the title compound as a yellow oil (230 mg, 42%). MS (ES) m/z 285 [M+Na]+.

후처리

  1. extractionAdd water and extract with ethyl acetate
  2. washWash the solution with aqueous saturated sodium chloride
  3. dry with materialDry over sodium sulfate
  4. concentrationConcentrate the solution in vacuo
  5. customPurify by column chromatography (hexane to 30% ethyl acetate in hexane)

출처 및 근거

ORD 기록
ord-39201a298dce482ca6825ab9709ef4a9
출처 데이터셋
uspto-grants-2011_11
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08063035B2

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