Acetyl chloride → HCID 12960857, compound
Reaction equation
[CH2:1]([OH:18])[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10]/[CH:11]=[CH:12]\[CH2:13][CH2:14][CH2:15][CH2:16][CH3:17].[O:19]1CCC[CH2:21][CH:20]1OC1CCCCO1.C(Cl)(=O)C>C(O)(=O)C>[C:20]([O:18][CH2:1][CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10]/[CH:11]=[CH:12]\[CH2:13][CH2:14][CH2:15][CH2:16][CH3:17])(=[O:19])[CH3:21]Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Procedure
A mixture of 5.7 g (0.026 moles) of (Z)-11-heptadecenol-tetrahydropyranyl ether (Formula III, R=CH3, Y=tetrahydropyranyl), 10 ml of acetic acid and 3 ml of acetyl chloride is boiled on an oil bath of about 80° C. for 3 hours. The mixture is cooled, poured onto 30 g. of ice, and extracted with 100 ml. of hexane. The hexane solution is washed with water, dried over magnesium sulfate, the solvent is evaporated, and the residue is distilled in fine vacuo. 2.6 g. (51.6%) of (Z)-11-heptadecenyl acetate (Formula I, R=CH3) are obtained; b.p.: 122°-126° C./0.05 mmHg.