Ethanol → HCID 22908542, 화합물

HRID 1378883노트

반응식

HRID 1378883 반응식
[CH2:1]1[O:21][C:4]2([CH2:9][CH2:8][C:7]([C:10]3[CH:15]=[CH:14][C:13]([O:16][C:17]([F:20])([F:19])[F:18])=[CH:12][CH:11]=3)=[CH:6][CH2:5]2)[O:3][CH2:2]1.C(O)C.C(OCC)(=O)C>[H][H]>[CH2:2]1[O:3][C:4]2([CH2:5][CH2:6][CH:7]([C:10]3[CH:15]=[CH:14][C:13]([O:16][C:17]([F:18])([F:20])[F:19])=[CH:12][CH:11]=3)[CH2:8][CH2:9]2)[O:21][CH2:1]1

참가 물질

5

반응물 3

HCID 702EthanolHCID 8857Ethyl AcetateHCID 22908554HCID 22908554, 화합물

생성물 1

HCID 22908542HCID 22908542, 화합물수율 99.9%

시약·촉매·용매 1

HCID 178418361HCID 178418361, 화합물용매2회

실험 절차

A mixture of (4-trifluoromethoxyphenyl)cyclohexen-4-one ethyleneketal (43.3 g, 0.144 mol), ethanol (200 ml), ethyl acetate (50 ml) and Pa-C (2 g) was stirred at room temperature for 10 hours in hydrogen atmosphere (at that time, hydrogen (3.59 l) was consumed), filtering off the catalyst from the reaction solution, distilling off the solvent under reduced pressure, to obtain 4-(4-trifluoromethoxyphenyl)cyclohexanone ethyleneketal (43.5 g) (m.p. 41.2° C.), adding thereto formic acid (250 ml), heating the mixture under reflux for 2.5 hours, feeding the reaction substance into water, extracting with a mixed solvent of toluene (400 ml) with ethyl acetate (100 ml), twice washing the resulting orgnaic layer with water, drying over anhydrous MgSO4, filtering off anhydrous MgSO4, distilling off the solvent under reduced pressure and subjecting the resulting residue to column chromatography (silica gel, eluent: toluene), to obtain 4-(4-trifluoromethoxyphenyl)cyclohexanone (20.7 g). Yield: 47%.

후처리

  1. customwas consumed),
  2. filtrationfiltering off the catalyst from the reaction solution
  3. distillationdistilling off the solvent under reduced pressure

출처 및 근거

ORD 기록
ord-fe1c7ed70f804864b1846505aa37b2a4
출처 데이터셋
uspto-grants-1997_09
특허 번호
US05670085

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