Isobutyraldehyde → 2-Cyclohexen-1-one, 4,4,6-trimethyl-

HRID 1657678

반응식

HRID 1657678 반응식
[CH:1](=[O:5])[CH:2]([CH3:4])[CH3:3].[C:6]([C:9]([CH3:11])=O)([CH3:8])=[CH2:7]>[OH-].[Na+]>[CH3:7][C:6]1([CH3:8])[CH2:3][CH:2]([CH3:4])[C:1](=[O:5])[CH:11]=[CH:9]1

참가 물질

4

반응물 2

HCID 6561IsobutyraldehydeHCID 13143Methyl isopropenyl ketone

생성물 1

HCID 1145072-Cyclohexen-1-one, 4,4,6-trimethyl-수율 59%

시약·촉매·용매 1

HCID 14798Sodium Hydroxide용매

실험 절차

The procedure of example III was employed on 12 moles of isobutyraldehyde, 11 moles of methyl isopropenyl ketone and 800 ml of 0.8 M aqueous sodium hydroxide solution. After the reaction was completed the aqueous layer was removed. To the residual organic phase was added an equal volume of benzene and a catalytic amount (ca. 5 g) of p-toluenesulfonic acid. The reaction mixture was heated at reflux with concomitant removal of water via a Dean Stark trap. The usual workup and distillation afforded 897 g (59%) of the desired 4,4,6-trimethyl-2-cyclohexenone (II) with physical constants and spectral data identical with that isolated in Example III. Continued distillation afforded no material containing the 5-hydroxy-2,4,4-trimethylcyclohexanone isolated in Example III where the acid treatment step was omitted.

후처리

  1. customwas removed
  2. additionTo the residual organic phase was added an equal volume of benzene
  3. temperatureThe reaction mixture was heated
  4. temperatureat reflux with concomitant removal of water via a Dean Stark trap
  5. distillationThe usual workup and distillation

출처 및 근거

ORD 기록
ord-5db9e35a4369498f9e5c631d325ed967
출처 데이터셋
uspto-grants-1976_06
특허 번호
US03962148

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