Hydrochloric Acid → alpha-Tocopherol

Temperatur

35 °C

To a mixture consisting of 69.9 g (0.460 mol) of 2,3,5-trimethylhydroquinone, 52.5 g (0.386 mol) of zinc chloride, 150 ml of isobutyl acetate and 7.5 g of concentrated hydrochloric acid, 138.3 g (0.459 mol) of isophytol (purity: 98.3%) was added dropwise under stirring at 30-40° C. over 3 hours. At the same temperature, the reaction mixture was stirred for an additional 2 hours. After the reaction mixture was washed with 30 ml of water, the solvent was distilled off. Toluene (300 ml) was added to the residue to dissolve the same. The resulting solution was washed successively with water, alkaline water and a saturated aqueous solution of NaCl, dried over magnesium sulfate and then concentrated under reduced pressure, whereby 202.0 g of the title compound was obtained as a brown oil (yield 99.6%, GLC purity: 97.5).

1. additionwas added dropwise
2. stirringAt the same temperature, the reaction mixture was stirred for an additional 2 hours
3. washAfter the reaction mixture was washed with 30 ml of water
4. distillationthe solvent was distilled off
5. additionToluene (300 ml) was added to the residue
6. dissolutionto dissolve the same
7. washThe resulting solution was washed successively with water
8. dry with materialalkaline water and a saturated aqueous solution of NaCl, dried over magnesium sulfate
9. concentrationconcentrated under reduced pressure

ORD-Eintrag

ord-5fe197cbf00d42d2bf19274f6e311a6a

Quelldatensatz

uspto-grants-2000_02

DOI

10.6084/m9.figshare.5104873.v1

Patentnummer

US06020505