Hydrochloric Acid → Myrcenol

Reaction equation

[CH3:1][C:2]1([CH3:11])[O:4][CH:3]1[CH2:5][CH2:6][C:7]([CH:9]=[CH2:10])=[CH2:8].CC(C)=CCCC(C=C)=C.Cl>>[CH3:11][C:2]([OH:4])([CH2:3][CH2:5][CH2:6][C:7]([CH:9]=[CH2:10])=[CH2:8])[CH3:1]

Participants

Reactant 3

HCID 313Hydrochloric Acid

HCID 31253Myrcene

HCID 122371Oxirane, 2,2-dimethyl-3-(3-methylene-4-penten-1-yl)-

Product 1

HCID 10975Myrcenol

Procedure

76 g. of epoxymyrcene, prepared according to the method described in paragraph (a) by epoxidation of myrcene, were added dropwise between -5° and 0°, with good stirring. Then the mixture was stirred with 200 ml. ice-water and neutralised with diluted HCl. Following the same isolation procedure described in paragraph (b) 1. the sec.-myrcenol was obtained with a comparable yield.