Water → Cyclohexanepropanol, 2,2,6-trimethyl-.alpha.-propyl-

HRID 1414136Notes

Reaction equation

HRID 1414136 reaction equation
[CH3:1][C:2]([CH2:11][CH2:12][CH2:13][C:14]([CH3:16])=[CH2:15])=[CH:3][CH:4]=[CH:5][C:6](=[O:10])[CH2:7][CH2:8][CH3:9].P(=O)(O)(O)O.O>C1C=CC=CC=1>[CH3:15][C:14]1([CH3:16])[CH2:13][CH2:12][CH2:11][CH:2]([CH3:1])[CH:3]1[CH2:4][CH2:5][CH:6]([OH:10])[CH2:7][CH2:8][CH3:9]

Participants

5

Reactant 3

HCID 962WaterHCID 1004Phosphoric AcidHCID 54331378HCID 54331378, compound

Product 1

HCID 116699Cyclohexanepropanol, 2,2,6-trimethyl-.alpha.-propyl-

Reagents, catalysts & solvents 1

HCID 241BenzeneSolvent

Conditions

Temperature
20 °C

Procedure

1.66 kilograms of 8,12-dimethyltrideca-5,7,12-tri-en-4-on dissolved in 3 kilograms benzene are dropped while stirring at 10°-15° C. into 1.66 kilograms phosphoric acid and the reaction mixture is stirred for 2 hours at 20° C. and thereafter for 3 hours at 30° C. Thereupon water is added, the aqueous phase is extracted twice with benzene, the benzene extract is neutrally washed with sodium carbonate solution, and the benzene is then removed by distillation. The reaction product is purified by distillation. The yield is 1.3 kilograms 1-(2',6',6'-trimethylcyclohex-2'-enyl)-hex-1-en-3-on.

Workup

  1. additionare dropped
  2. waitfor 3 hours at 30° C
  3. extractionthe aqueous phase is extracted twice with benzene
  4. extractionthe benzene extract
  5. washis neutrally washed with sodium carbonate solution
  6. customthe benzene is then removed by distillation
  7. distillationThe reaction product is purified by distillation

Sources & evidence

ORD record
ord-6ffaf4ed47d446ecab7b3cfb96376b79
Source dataset
uspto-grants-1981_02
Patent number
US04252986

Reaction notes

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