Water → Ethyl 2-(3-fluorophenoxy)-2-methylpropanoate

HRID 56274노트

반응식

HRID 56274 반응식
[F:1][C:2]1[CH:3]=[C:4]([OH:8])[CH:5]=[CH:6][CH:7]=1.Br[C:10]([CH3:17])([CH3:16])[C:11]([O:13][CH2:14][CH3:15])=[O:12].C([O-])([O-])=O.[K+].[K+].O>CC(C)=O>[F:1][C:2]1[CH:3]=[C:4]([CH:5]=[CH:6][CH:7]=1)[O:8][C:10]([CH3:17])([CH3:16])[C:11]([O:13][CH2:14][CH3:15])=[O:12]

참가 물질

6

반응물 4

HCID 962WaterHCID 97433-FluorophenolHCID 11430Potassium CarbonateHCID 11745Propanoic acid, 2-bromo-2-methyl-, ethyl ester

생성물 1

HCID 58243746Ethyl 2-(3-fluorophenoxy)-2-methylpropanoate수율 47.1%

시약·촉매·용매 1

HCID 180Acetone용매

실험 절차

A mixture of 3-fluorophenol (3.36 g, 30.0 mmol), ethyl 2-bromo-2-methylpropanoate (8.78 g, 45.0 mmol) and K2CO3 (6.22 g, 45.0 mmol) in acetone (50 mL) was refluxed overnight. The mixture was cooled to rt and 60 mL of water was added. The resulting mixture was extracted with DCM (40 mL×2). The combined organic phases were washed with brine (40 mL×2), dried over anhydrous Na2SO4 and concentrated in vacuo. The residue was purified by a silica gel column chromatography (PE/EtOAc (V/V)=4:1) to give the title compound as colorless liquid (3.20 g, 47%).

후처리

  1. temperaturewas refluxed overnight
  2. extractionThe resulting mixture was extracted with DCM (40 mL×2)
  3. washThe combined organic phases were washed with brine (40 mL×2)
  4. dry with materialdried over anhydrous Na2SO4
  5. concentrationconcentrated in vacuo
  6. customThe residue was purified by a silica gel column chromatography (PE/EtOAc (V/V)=4:1)

출처 및 근거

ORD 기록
ord-aa565b51f54e4f788b914aab720434e4
출처 데이터셋
uspto-grants-2016_09
특허 번호
US09434695B2

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