Acetic Anhydride → HCID 70435244, compound

HRID 1906705Notes

Reaction equation

HRID 1906705 reaction equation
[C:1]([O:5][CH:6]1[CH2:11][CH2:10][CH:9]([CH:12]([OH:14])[CH3:13])[CH2:8][CH2:7]1)([CH3:4])([CH3:3])[CH3:2].[C:15](OC(=O)C)(=[O:17])[CH3:16]>>[C:15]([O:14][CH:12]([CH:9]1[CH2:8][CH2:7][CH:6]([O:5][C:1]([CH3:4])([CH3:3])[CH3:2])[CH2:11][CH2:10]1)[CH3:13])(=[O:17])[CH3:16]

Participants

3

Reactant 2

HCID 7918Acetic AnhydrideHCID 70433209HCID 70433209, compound

Product 1

HCID 70435244HCID 70435244, compound

Conditions

Temperature
20 °C

Procedure

A mixture of 200 g (1 mole) of 1-(p-tert.-butoxycyclohexyl)-ethan-1-ol and 306 g (3 moles) of acetic anhydride was refluxed for 30 minutes. 260 g of a mixture of acetic acid and excess acetic anhydride were distilled off in the course of 3 hours under atmospheric pressure, and the residual acetic anhydride was then removed under reduced pressure (20 mbar). The residue was cooled to 20° C., washed with water and aqueous bicarbonate solution and again with water and then fractionated to give 218 g of a fraction which distilled over at 90° C./0.1 mbar and had an interesting herbaceous fruity note.

Workup

  1. temperaturewas refluxed for 30 minutes
  2. distillation260 g of a mixture of acetic acid and excess acetic anhydride were distilled off in the course of 3 hours under atmospheric pressure
  3. customthe residual acetic anhydride was then removed under reduced pressure (20 mbar)
  4. washwashed with water and aqueous bicarbonate solution and again with water
  5. customto give 218 g of a fraction which
  6. distillationdistilled over at 90° C./0.1 mbar

Sources & evidence

ORD record
ord-8c4cd473478c4a2d8b841298346b2cd5
Source dataset
uspto-grants-1987_03
Patent number
US04654167

Reaction notes

Loading…