Water → HCID 13633545, compound

Participants

Reaction Conditions

Reaction Steps

Trimethylhydroquinone (8.4 g), 1,7,11,15-tetrachloro-3,7,11,15-tetramethyl-hexadec-2-ene (22 g) and acetic acid (30 cc) are introduced into a 250 cc reactor. A solution of zinc chloride (1.5 g) in anhydrous acetic acid (15 cc) is then added over the course of 10 minutes. The temperature rises from 25° to 30° C. The reaction mixture is stirred for 2 hours at 30° C. and is then poured into a mixture of hexane (100 cc) and water (100 cc). The organic phase is removed by decanting, and washed with a mixture (100 cc) of methanol and water (50:50 by volume). A white precipitate forms in the hexane phase; it is filtered off and washed with a mixture (50 cc) of methanol and water (50:50 by volume). After drying under reduced pressure, 2,5,7,8-tetramethyl-2-(4',8',12'-trichloro-4',8',12'-tri-methyl-tridecyl)-chroman-6-ol (14.3 g) is obtained in the form of white crystals melting at 102°-104° C. The yield is 62%.

Provenance & Evidence