Hydrochloric Acid → HCID 11301002, compound

Participants

Reaction Steps

68 g of still wet (3,5-di-tert-butyl-4-hydroxy-phenyl)-chloroacetic acid are prepared from 41.2 g (0.2 mol) of 2,6-di-tert-butyl-phenol, 35.4 g (0.24 mol) of 50% aqueous glyoxylic acid and 54 g of hydrogen chloride in 200 ml of acetic acid as described in Example 2 A. This acid is dissolved in 200 ml of absolute n-butanol and allowed to stand for three days. 25 ml of toluene are then added and the mixture is heated on the Dean-Stark trap for three hours. The solvents are then evaporated in vacuo to give 72.4 g of the crude n-butyl (3,5-di-tert-butyl-4-hydroxy-phenyl)-n-butoxyacetate as a slightly yellow viscous oil. 40.5 g (0.1 Mol) of this intermediate ester and 1.0 g of a dried FULCAT® 22B catalyst are stirred at 0.1 mm Hg vacuum with bath temperature slowly increasing up to 200° C. The title compound distills over between about 150°-170° C. as a viscous orange liquid in a yield of 24 g.

Provenance & Evidence