Allyl Alcohol → 1-(3,3-Dimethylcyclohexyl)-pent-4-en-1-one

HRID 464563

Reaction equation

HRID 464563 reaction equation
[C:1]([CH:4]1[CH2:9][CH2:8][CH2:7][C:6]([CH3:11])([CH3:10])[CH2:5]1)(=[O:3])[CH3:2].[CH2:12](O)[CH:13]=[CH2:14].C([O-])(=O)C.[Na+]>>[C:1]([CH:4]1[CH2:9][CH2:8][CH2:7][C:6]([CH3:11])([CH3:10])[CH2:5]1)(=[O:3])[CH2:2][CH2:14][CH:13]=[CH2:12]

Participants

4

Reactant 3

HCID 7858Allyl AlcoholHCID 913881-(3,3-Dimethylcyclohexyl)ethanoneHCID 517045Sodium Acetate

Product 1

HCID 64534231-(3,3-Dimethylcyclohexyl)-pent-4-en-1-one

Conditions

Temperature
150 °C

Procedure

Into a 2 liter autoclave is placed 672 grams of the dimethyl ketal of 1-acetyl-3,3-dimethyl cyclohexane prepared according to Example I; 348 grams of allyl alcohol; and 15 grams of sodium acetate. The autoclave is sealed and the contents are heated to 150° C. and maintained at 150° C. for a period of five hours. At the end of the five hour period the autoclave contents are cooled and the autoclave is opened. The resulting product is distilled on a 12" Goodloe column yielding the following fractions:

Workup

  1. customprepared
  2. customThe autoclave is sealed
  3. temperaturemaintained at 150° C. for a period of five hours
  4. temperatureAt the end of the five hour period the autoclave contents are cooled
  5. distillationThe resulting product is distilled on a 12" Goodloe column
  6. customyielding the following fractions

Sources & evidence

ORD record
ord-4e020b925d3a4824b1def0e68d88633a
Source dataset
uspto-grants-1985_10
Patent number
US04548743

Linked notes

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