Acetic Anhydride → 2-Acetyl-3-methylbut-3-en-1-yl acetate

HRID 1834161Notes

Reaction equation

HRID 1834161 reaction equation
[CH3:1][C:2]([CH:4]([CH2:8][OH:9])[C:5](=[O:7])[CH3:6])=[CH2:3].[C:10](OC(=O)C)(=[O:12])[CH3:11]>C(O)(=O)C>[CH3:3][C:2]([CH:4]([CH2:8][O:9][C:10](=[O:12])[CH3:11])[C:5](=[O:7])[CH3:6])=[CH2:1]

Participants

4

Reactant 2

HCID 7918Acetic Anhydride2×HCID 141866443-(Hydroxymethyl)-4-methylpent-4-en-2-one

Product 1

HCID 203745242-Acetyl-3-methylbut-3-en-1-yl acetate

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

256 g (2 mols) of 2-methyl-3-hydroxymethyl-pent-1-en-4-one were boiled for three hours under reflux with 1,000 ml of acetic anhydride. The acetic acid produced, and the excess acetic anhydride, were than distilled off in a waterpump vacuum. The residue was distilled in a high vacuum. 249 g of 2-methyl-3-acetoxymethyl-pent-1-en-4-one of boiling point 52° - 55° C/0.05 mm Hg were obtained.

Workup

  1. distillationthan distilled off in a waterpump vacuum
  2. distillationThe residue was distilled in a high vacuum

Sources & evidence

ORD record
ord-fe01f4f8dc014073bbe151efc11a473e
Source dataset
uspto-grants-1978_01
Patent number
US04069257

Reaction notes

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