Hydrochloric Acid → 4,4-Difluorocyclohexanecarboxylic acid

HRID 252060

反応式

HRID 252060 の反応式
[F:1][C:2]1([F:13])[CH2:7][CH2:6][CH:5]([C:8]([O:10]CC)=[O:9])[CH2:4][CH2:3]1.Cl>[OH-].[NH4+]>[F:1][C:2]1([F:13])[CH2:3][CH2:4][CH:5]([C:8]([OH:10])=[O:9])[CH2:6][CH2:7]1

参加物

4

反応物 2

HCID 313Hydrochloric AcidHCID 2779138Ethyl-4,4-difluorocyclohexane carboxylate

生成物 1

HCID 27791364,4-Difluorocyclohexanecarboxylic acid

試薬・触媒・溶媒 1

HCID 14923Ammonium Hydroxide溶媒

反応条件

温度
60 °C

実験手順

A suspension of ethyl 4,4-difluorocyclohexanecarboxylate (2500 mg, 13 mmol) in ammonium hydroxide (28%, 50 ml) was stirred at 60° C. overnight. After removal of solvent, the residue was washed with water. The precipitate was obtained as product (white solid, 800 mg). 1H NMR (300 MHz, CDCl3): δ 5.31-5.45 (br, 2H), 2.02-2.27 (m, 3H), 1.92-2.02 (m, 2H), 1.72-1.87 (m, 4H). The mother liquor was acidified with 1N HCl to pH<1. The compound was extracted with EtOAc. The organic layer was washed with water, brine, dried over anhydrous sodium sulphate, filtered, condensed. 4,4-difluorocyclohexanecarboxylic acid was obtained as a 1200 mg of white solid which was further converted to 4,4-difluorocyclohexanecarboxamide by following procedure.

後処理

  1. customAfter removal of solvent
  2. washthe residue was washed with water
  3. customThe precipitate was obtained as product (white solid, 800 mg)
  4. extractionThe compound was extracted with EtOAc
  5. washThe organic layer was washed with water, brine
  6. dry with materialdried over anhydrous sodium sulphate
  7. filtrationfiltered
  8. customcondensed

出典と根拠

ORDレコード
ord-99c39c38c7b14c18a779d626a82d28c4
出典データセット
uspto-grants-2011_01
特許番号
US07868008B2

関連ノート

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