Potassium Hydroxide → 4-(4-Fluorophenyl)oxane-4-carboxylic acid

HRID 1868666ノート

反応式

HRID 1868666 の反応式
[F:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2([C:14]([O:16]CC)=[O:15])[CH2:13][CH2:12][O:11][CH2:10][CH2:9]2)=[CH:4][CH:3]=1.[OH-].[K+]>CCO.O>[F:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2([C:14]([OH:16])=[O:15])[CH2:9][CH2:10][O:11][CH2:12][CH2:13]2)=[CH:4][CH:3]=1

参加物

4

反応物 2

HCID 14797Potassium HydroxideHCID 67099334Ethyl 4-(4-fluorophenyl)-tetrahydro-2H-pyran-4-carboxylate

生成物 1

HCID 64842294-(4-Fluorophenyl)oxane-4-carboxylic acid収率 78%

試薬・触媒・溶媒 1

HCID 19096565Water ethanol溶媒

実験手順

A mixture of ethyl 4-(4-fluorophenyl)-tetrahydro-2H-pyran-4-carboxylate (7.1 g, 28 mmol) and KOH (3.2 g, 56 mmol) in 100 mL EtOH/H2O (4:1) was refluxed for 4 hours, M−1=223. The mixture was cooled to room temperature. The mixture was extracted with EtOAc and the organic layer discarded. The water layer was acidified with concentrated HCl, extracted with EtOAc washed with H2O and brine, dried over anhydrous Na2SO4, and concentrated in vacuo to give 4.9 g of the product as a white solid. MS (m/z)=223 (M−1)−.

後処理

  1. temperaturewas refluxed for 4 hours
  2. extractionThe mixture was extracted with EtOAc
  3. extractionextracted with EtOAc
  4. washwashed with H2O and brine
  5. dry with materialdried over anhydrous Na2SO4
  6. concentrationconcentrated in vacuo

出典と根拠

ORDレコード
ord-06b55b88b0b74fdabad38fd90bc84cfc
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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