2-Butanone, 4-[2,5-bis(acetyloxy)-3,4,6-trimethylphenyl]- → 6-Hydroxy-2,5,7,8-tetramethylchroman-2-acetic acid

Participants

Reaction Steps

By the procedure described in Example 6, (±)-4-(2,5-diacetoxy-3,4,6-trimethylphenyl)butan-2-one was treated with the anion from trimethylphosphonoacetate. The crude (±)-methyl 5-(2,5-diacetoxy-3,4,6-trimethylphenyl)-3-methyl-2-pentenoate thus obtained, upon saponification with base as in Example 6, yielded (±)-6-hydroxy-2,5,7,8-tetramethylchroman-2-acetic acid as a light tan powder, m.p. 169°-171.5°.

Provenance & Evidence