Acetic Anhydride → 2-(4-Methylcyclohexoxy)ethylacetate

HRID 2164378Notes

Reaction equation

HRID 2164378 reaction equation
[CH3:1][CH:2]1[CH2:7][CH2:6][CH:5]([O:8][CH2:9][CH2:10][OH:11])[CH2:4][CH2:3]1.[C:12](OC(=O)C)(=[O:14])[CH3:13]>>[CH3:1][CH:2]1[CH2:3][CH2:4][CH:5]([O:8][CH2:9][CH2:10][O:11][C:12](=[O:14])[CH3:13])[CH2:6][CH2:7]1

Participants

3

Reactant 2

HCID 7918Acetic AnhydrideHCID 14473322HCID 14473322, compound

Product 1

HCID 1317141482-(4-Methylcyclohexoxy)ethylacetate

Procedure

5.65 Grams (0.04 moles) of 2-(4-methylcyclohexoxy)ethanol (prepared above), 0.8 gm of Amberlyst 15 and 100 ml. of acetic anhydride are charged to a 250 ml flask fitted with a magnetic stirrer and Friedrick condenser. The mixture is heated at reflux for 11/2hours, filtered, and acetic anhydride removed by evaporation. The mixture is distilled and 7.92 gms of 2-(4-methylcyclohexoxy)ethylacetate obtained. The structure of the 2-(4-methylcyclohexoxy)ethylacetate is confirmed by NMR. The 2-(4-methylcyclohexoxy)ethylacetate has an extremely pleasant natural, fruity, wine-like odor.

Workup

  1. customfitted with a magnetic stirrer
  2. temperatureThe mixture is heated
  3. temperatureat reflux for 11/2hours
  4. filtrationfiltered
  5. customacetic anhydride removed by evaporation
  6. distillationThe mixture is distilled

Sources & evidence

ORD record
ord-16a387c22b5a4d809ce39d4cfbe3519c
Source dataset
uspto-grants-1985_03
Patent number
US04504412

Reaction notes

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