Acetic Anhydride → (Z)-5-(2,5-dimethoxy-3,4,6-trimethylphenyl)-3-methyl-2-pentenyl acetate

Participants

Reaction Steps

Acetic anhydride (0.2 ml) was dissolved at 0° C. in pyridine (10 ml) together with (Z)-5-(2,5-dimethoxy-3,4,6-trimethylphenyl)-3-methyl-2-penten-1-ol (0.39 g; 1.4 mmol). A spatula tip of 4-dimethylaminopyridine was added and the reaction mixture was left at 0° C. for 20 minutes. Thereafter, the mixture was poured into 150 ml of ice-cold 2N hydrochloric acid and extracted with ether. The extracts were washed with water, dried briefly and freed from solvent, yielding 0.39 g of (Z)-5-(2,5-dimethoxy-3,4,6-trimethylphenyl)-3-methyl-2-pentenyl acetate as an almost colourless oil.

Provenance & Evidence