Preparation of dihydromyrcenol

Organic compounds -- part of the class 532-570 series – Organic compounds – Oxygen containing

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585601, 560247, C07C 2900

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042477239

ABSTRACT:
Dihydromyrcenol (3,7-dimethylocta-1-en-7-ol) and carboxylic acid esters thereof are prepared from dimethylcyclooctene reactant mixtures comprising 1,5-dimethylcyclooctene in admixture with 1,6-dimethylcyclooctene and/or 1,4-dimethylcyclooctene by (a) thermally isomerizing the dimethylcyclooctene reactant mixture to afford a mixed octadiene product comprising 2,6-dimethylocta-1,7-diene in admixture with 2,7-and/or 2,5-dimethylocta-1,7-diene, (b) reacting the mixed octadiene product with a carboxylic acid to selectively form the ester of 3,7-dimethyl-octa-1-en-7-ol and (c) optionally hydrolyzing the ester of 3,7-dimethyl-octa-1-en-7-ol under basic conditions to yield dihydromyrcenol.

REFERENCES:
patent: 2871271 (1959-01-01), Booth
patent: 2902510 (1959-09-01), Webb
patent: 3418386 (1968-12-01), Hays
patent: 3487118 (1969-12-01), Blumenthal
patent: 3622646 (1971-11-01), Wolford et al.
Akulogawa et al., Chem. Abst., vol. 80, #3058h, (1974).
Suga et al., Chem. Abst., vol. 77, #5029R, (1972).

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