Acetic Anhydride → Citronellyl Acetate

HRID 2164189

Reaction equation

HRID 2164189 reaction equation
[CH3:1][CH:2]([CH2:6][CH2:7][CH:8]=[C:9]([CH3:11])[CH3:10])[CH2:3][CH2:4][OH:5].[C:12](OC(=O)C)(=[O:14])[CH3:13]>N1C=CC=CC=1>[C:12]([O:5][CH2:4][CH2:3][CH:2]([CH3:1])[CH2:6][CH2:7][CH:8]=[C:9]([CH3:10])[CH3:11])(=[O:14])[CH3:13]

Participants

4

Reactant 2

HCID 7918Acetic AnhydrideHCID 8842Citronellol

Product 1

HCID 9017Citronellyl Acetate

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

100 Grams of 3,7-dimethyloct-6-en-1-ol is dissolved in 150 ml. of pyridine and 100 ml. of acetic anhydride and left at room temperature for about 48 hours. Then the mixture is extracted with ether and the ethereal extracts washed with water, 10% aqueous HCl and brine to yield 1-acetoxy-3,7-dimethyloct-6-ene which is purified by distillation.

Workup

  1. extractionThen the mixture is extracted with ether
  2. washthe ethereal extracts washed with water, 10% aqueous HCl and brine

Sources & evidence

ORD record
ord-bd39ca3e5fdc410baafd6f53f8e929f7
Source dataset
uspto-grants-1979_01
Patent number
US04137273

Linked notes

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