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Chloroacetone → HCID 22144837, 화합물

HRID 558137
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HRID 558137 반응식
[Br:1][C:2]1[CH:7]=[C:6]([F:8])[CH:5]=[CH:4][C:3]=1[OH:9].C([O-])([O-])=O.[K+].[K+].Cl[CH2:17][C:18](=[O:20])[CH3:19]>CN(C=O)C>[Br:1][C:2]1[CH:7]=[C:6]([F:8])[CH:5]=[CH:4][C:3]=1[O:9][CH2:17][C:18](=[O:20])[CH3:19]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

5

반응물 3

HCID 6571ChloroacetoneHCID 11430Potassium CarbonateHCID 6054722-Bromo-4-fluorophenol

생성물 1

HCID 22144837HCID 22144837, 화합물수율 62.1%

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

실험 절차

Cool a suspension of 2-bromo-4-fluoro-phenol (1 g, 4.89 mmol) and K2CO3 (1.8 g, 13.2 mmol) in DMF (10 mL) to 0° C. in an ice bath under nitrogen. Add chloroacetone (678 mg, 7.33 mmol) during a period of 30 min. Stir the mixture at RT overnight. 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 10% ethyl acetate in hexane) to give the title compound as a yellow oil (0.75 g, 59%). 1H NMR (400 MHz-CDCl3) δ 2.35 (s, 3H), 4.51 (s, 2H), 6.73 (dd, J=4.8, 8.8 Hz, 1H), 6.97 (m, 1H), 7.32 (m, 1H).

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후처리

  1. temperatureCool
  2. extractionAdd water and extract with ethyl acetate
  3. washWash the solution with aqueous saturated sodium chloride
  4. dry with materialDry over sodium sulfate
  5. concentrationConcentrate the solution in vacuo
  6. customPurify by column chromatography (hexane to 10% ethyl acetate in hexane)

출처 및 근거

ORD 기록
ord-49c7607cbeac410db5aef86e3750cd52
출처 데이터셋
uspto-grants-2011_11
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08063035B2

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