DL-alpha-Tocopherol → Alpha-Tocopherol Acetate

Participants

Reaction Conditions

Reaction Steps

To a solution of 2.283 g of TMHQ and 6.013 g of phytyl chloride in 12.0 ml of ethyl acetate were added 0.075 g of metallic aluminum powder and 0.904 g of stannous chloride, and the mixture was agitated at 80° C. for 3 hours. At this stage, the metallic aluminum powder adhered to the walls of the reactor and the reaction mixture turned to reddish brown. The obtained dl-α-tocopherol was acetylated in the same manner as described in Comparative Example 1 without isolating said dl-α-tocopherol to produce 8.023 g of dl-α-tocopheryl acetate. The absorbance of this crude dl-α-tocopheryl acetate was measured: E430 mμneat =0.982, E415 mμ40%EtOH =0.719. Estimation of the crude dl-α-tocopheryl acetate by liquid chromatography indicated that its purity was 84.2% and the yield was 95.3%.

Provenance & Evidence