Process for producing solanone, norsolanadione and intermediates

Details Process for producing solanone, norsolanadione and intermediates Process for producing solanone, norsolanadione and intermediates

1984-07-31

1985-10-15

Reamer, James H.

Organic compounds -- part of the class 532-570 series

Organic compounds

Oxygen containing

564279, 568403, 2604659, C07C 4563

Patent

active

045475946

ABSTRACT:
Described is a process for preparing solanone and norsolanadione wherein in preparing solanone, the compound having the structure: ##STR1## or a mixture of compounds defined according to the structure: ##STR2## is reacted with methyl lithium and the resulting intermediate is hydrolyzed and the resulting compound is dehydrated and wherein in preparing norsolanadione this compound or mixture of compounds is reacted with ethylene glycol or propylene glycol thereby forming a ketal and the resulting ketal is reacted with methyl lithium and the resulting intermediate is then hydrolyzed in the presence of acid in which one of the dashed lines represents a carbon-carbon single bond and the other of the dashed lines represents a carbon-carbon double bond.

REFERENCES:
patent: 3422142 (1969-01-01), Zuech
patent: 3729519 (1973-04-01), Brossi et al.
Chem. Abst., vol. 82, #108, 821n (1975).
Van Leusen et al., Syn. Comm., vol. 8, p. 397-398, (1978).
Hall et al., Chem. Comm., pp. 1242-1244, (1971).

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