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Synthesis of 6-substituted benzo[a]pyrene-α-14C derivatives

✍ Scribed by James L. Hicks; J. Richard Heys

Publisher
John Wiley and Sons
Year
1981
Tongue
French
Weight
332 KB
Volume
18
Category
Article
ISSN
0022-2135

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✦ Synopsis

Abstract

6‐Lithiobenzo[a]pyrene was carbonated to produce benzo[a]pyrene‐6‐carboxylic‐^14^C acid, which was in turn used in the preparation of several derivatives. Methylation to the ester was followed by LiAlH~4~ reduction to 6‐hydroxymethyl‐^14^C‐benzo[a]pyrene. An efficient oxidation using DDQ produced the corresponding aldehyde. Direct reduction of the ester using LiAlH~4~ and AlCl~3~ produced 6‐methyl‐^14^C‐benzo[a]‐pyrene.

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