Hydrochloric Acid → 4,4-Difluorocyclohexanecarboxylic acid

HRID 252060

반응식

HRID 252060 반응식
[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

참가 물질

4

반응물 2

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

생성물 1

HCID 27791364,4-Difluorocyclohexanecarboxylic acid

시약·촉매·용매 1

HCID 14923Ammonium Hydroxide용매

반응 조건

온도
60 °C

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-99c39c38c7b14c18a779d626a82d28c4
출처 데이터셋
uspto-grants-2011_01
특허 번호
US07868008B2

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