Aluminum isopropoxide → HCID 20454277, compound

Participants

Reaction Conditions

Reaction Steps

A mixture of 6-(p-anilinophenoxy)hexanol (28.5 g.) and methyl pivalate (34.5 g.) to which 0.3 g. of aluminum isopropylate and a small chip of sodium metal had been added was heated at 88° C. while stirring for about 3 hours. Gas chromatography indicated that transesterification was not complete. Methyl pivalate was distilled from the reaction allowing the temperature to rise to 160° C. and was then added slowly back to the mixture at such a rate that the temperature could be maintained at 175°-185° C. After two hours, the reaction mixture was stripped of volatiles by heating at 120° C. under reduced pressure (150 mm of mercury). The solid residue obtained on cooling was recrystallized from 2-propanol to afford the ester, 6-(p-anilinophenoxy)hexyl pivalate as a crystalline solid, m.p. 64°-65° C.

Provenance & Evidence