Ethanol → 4-(2-Fluorophenyl)oxane-4-carboxylic acid

HRID 1868840ノート

反応式

HRID 1868840 の反応式
[F:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[C:8]1([C:14]([O:16]C)=[O:15])[CH2:13][CH2:12][O:11][CH2:10][CH2:9]1.CCO.[OH-].[K+]>O>[F:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[C:8]1([C:14]([OH:16])=[O:15])[CH2:13][CH2:12][O:11][CH2:10][CH2:9]1

参加物

5

反応物 3

HCID 702EthanolHCID 14797Potassium HydroxideHCID 67099800HCID 67099800、化合物

生成物 1

HCID 176091224-(2-Fluorophenyl)oxane-4-carboxylic acid収率 84.7%

試薬・触媒・溶媒 1

HCID 962Water溶媒2 回

反応条件

温度
130 °C

実験手順

A solution of methyl 4-(2-fluorophenyl)-tetrahydro-2H-pyran-4-carboxylate (2.45 g, 10 mmol), water (10 mL, 555 mmol), EtOH (50 mL, 10 mmol) and KOH (2.3 g, 41 mmol) was placed in a sealed flask and then heated at 130° C. for 10 hours. After cooling to room temperature, the reaction was concentrated to afford a yellow oil. The residue was diluted with water (100 mL) and extracted with DCM (120 mL). The separated aqueous phase was then acidified to pH=1 and then extracted with EtOAc (3×10 mL). The organic later was dried (Na2SO4), filtered, and concentrated to afford a tan solid (1.9 g). MS m/e=223.1 (M−1)−.

後処理

  1. temperatureAfter cooling to room temperature
  2. concentrationthe reaction was concentrated
  3. customto afford a yellow oil
  4. extractionextracted with DCM (120 mL)
  5. extractionextracted with EtOAc (3×10 mL)
  6. dry with materialThe organic later was dried (Na2SO4)
  7. filtrationfiltered
  8. concentrationconcentrated

出典と根拠

ORDレコード
ord-0d9dc3cb17cb489abdec07e90be1de97
出典データセット
uspto-grants-2009_12
特許番号
US07635715B2

反応ノート

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