3-Fluorophenol → 3-(3-Fluorophenoxy)propanoic acid

HRID 490953

반응식

HRID 490953 반응식
[F:1][C:2]1[CH:3]=[C:4]([OH:8])[CH:5]=[CH:6][CH:7]=1.Br[CH2:10][CH2:11][C:12]([OH:14])=[O:13].[OH-].[Na+]>O>[F:1][C:2]1[CH:3]=[C:4]([CH:5]=[CH:6][CH:7]=1)[O:8][CH2:10][CH2:11][C:12]([OH:14])=[O:13]

참가 물질

5

반응물 3

HCID 97433-FluorophenolHCID 115533-Bromopropionic acidHCID 14798Sodium Hydroxide

생성물 1

HCID 150860153-(3-Fluorophenoxy)propanoic acid수율 31.4%

시약·촉매·용매 1

HCID 962Water용매

실험 절차

3-Fluorophenol (8.9 g, 79.5 mmol) and 3-bromopropionic acid (12.24 g, 80.0 mmol) were placed in a flask. A solution of NaOH (6.7 g, 167 mmol) in 20 mL water was added slowly to the flask. The reaction mixture was heated to reflux for two hours and then cooled to room temperature and partitioned between ethyl acetate and water. The organic layer was dried over MgSO4, and solvent was evaporated under reduced pressure to give 4.57 g (25 mmol, 31.4%) of 3-(3-fluoro-phenoxy)-propionic acid. MS: 185 (M+H)+.

후처리

  1. temperatureThe reaction mixture was heated
  2. temperatureto reflux for two hours
  3. custompartitioned between ethyl acetate and water
  4. dry with materialThe organic layer was dried over MgSO4, and solvent
  5. customwas evaporated under reduced pressure

출처 및 근거

ORD 기록
ord-8e3df580c6a841e6a6a0593fac2ce51a
출처 데이터셋
uspto-grants-2009_05
특허 번호
US07528250B2

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