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

HRID 490953

反応式

HRID 490953 の反応式
[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]

参加物

5

反応物 3

HCID 97433-FluorophenolHCID 115533-Bromopropionic acidHCID 14798Sodium Hydroxide

生成物 1

HCID 150860153-(3-Fluorophenoxy)propanoic acid収率 31.4%

試薬・触媒・溶媒 1

HCID 962Water溶媒

実験手順

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)+.

後処理

  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

出典と根拠

ORDレコード
ord-8e3df580c6a841e6a6a0593fac2ce51a
出典データセット
uspto-grants-2009_05
特許番号
US07528250B2

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