Acetic Anhydride → HCID 54267635, compound

HRID 1649968Notes

Reaction equation

HRID 1649968 reaction equation
[CH3:1][C:2]([CH3:12])([CH2:6][CH2:7][CH:8]=[C:9]([CH3:11])[CH3:10])[CH2:3][CH:4]=[O:5].C(N(CC)CC)C.[C:20](OC(=O)C)(=[O:22])[CH3:21].C([O-])(=O)C.[K+]>O.C1(C)C=CC=CC=1>[C:20]([O:5][CH:4]=[CH:3][C:2]([CH3:12])([CH3:1])[CH2:6][CH2:7][CH:8]=[C:9]([CH3:11])[CH3:10])(=[O:22])[CH3:21]

Participants

7

Reactant 4

HCID 7918Acetic AnhydrideHCID 8471TriethylamineHCID 517044Potassium AcetateHCID 10888318HCID 10888318, compound

Product 1

HCID 54267635HCID 54267635, compound

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 1140TolueneSolvent

Procedure

The general method for the preparation of the starting enol esters is illustrated by the following example: 0.063M of 3,3,7-trimethyl-oct-6-ene-1-al were added under stirring to a mixture consisting of 0.06M of triethylamine, 0.126M of acetic anhydride and 1.1 g of potassium acetate pre-heated to 80°. The reactive mixture was refluxed for approximately 7 h. After cooling to room temperature, toluene and water were added and the two phases separated. 3,3,7-Trimethyl-1,6-octadienyl acetate was then obtained as a toluene solution and finally isolated by evaporation at reduced pressure.

Workup

  1. temperaturepre-heated to 80°
  2. temperatureThe reactive mixture was refluxed for approximately 7 h
  3. customthe two phases separated

Sources & evidence

ORD record
ord-d169eb32a8744f0b9eaf3e8218e59bdb
Source dataset
uspto-grants-1990_05
Patent number
US04922027

Reaction notes

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