Acetone → HCID 12790678, compound

Participants

Reaction Steps

To 0.05 part of 2,3,5-trimethyl-6-(6'-hydroxy-3'-methylhexyl)-1,4-benzoquinone (Formula (III) wherein R=H3C) obtained in Reference Example 4 in 300 volume parts of acetone is added, at 0°C, 10 volume parts of solution prepared by dissolving 267 parts of chromium trioxide in 230 volume parts of 98 % sulfuric acid and diluting the solution with water to make a total of 1000 volume parts. The mixture is stirred for 10 minutes and, following the dilution with 2000 volume parts of water extracted with 300 volume parts of diethyl ether. The solvent is distilled off and the residue is recrystallized from ligroine. The described procedure gives 0.05 part of 2,3,5-trimethyl-6-(5'-carboxy-3'-methylpentyl)-1,4-benzoquinone (Formula (I), wherein R=H3C; Z=H) as yellowish needles melting at 58°C-61°C.

Provenance & Evidence