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Studies on terpenoids. LXXXV. Synthesis of two monoterpenic hydroquinone dimethyl ethers occurring in Calea pilosa Baker

Sudalai, A and Rao, Krishna GS (1989) Studies on terpenoids. LXXXV. Synthesis of two monoterpenic hydroquinone dimethyl ethers occurring in Calea pilosa Baker. In: Journal of Chemistry, Section B: Organic Chemistry, 28 (6). 520-521 .

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Official URL: http://www.niscair.res.in/ScienceCommunication/Res...

Abstract

Monoterpenic hydroquinone di-Me ethers I (R = Me, CHO) were synthesized starting from a common intermediate, 2,5-dimethoxy-4-methylacetophenone II (R1 = H). Reaction of NBS on II (R1 = H) gives the bromomethyl compd. II (R1 = Br) which is converted into the keto acetate II (R1 = OAc) by exchange with OAc-. Grignard reaction with CH3MgI transforms II (R1 = OAc) to III from which I (R = CHO) is obtained by oxidative dehydration with MnO2. Compd. I (R = Me) is obtained from II (R1 = H) by the action of CH3MgI, followed by dehydration with MnO2.

Item Type: Editorials/Short Communications
Additional Information: The copyright belongs to National Institute of Science Communication and Information Resources.
Department/Centre: Division of Chemical Sciences > Organic Chemistry
Date Deposited: 11 Feb 2008
Last Modified: 18 Oct 2010 12:24
URI: http://eprints.iisc.ernet.in/id/eprint/12693

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