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 .Full text not available from this repository.
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|
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