Water → HCID 19920043, compound

Participants

Reaction Conditions

Reaction Steps

p-Phenoxybenzoyl chloride (36.77 g, 0.158 mole) was added at room temperature to a stirred solution of hexamethylene diamine (8.75 g, 0.075 mole) in DMAc (230 mL). The temperature of the reaction mixture rose to about 75° C. and a white precipitate formed. After standing overnight the mixture was heated at 100° C. for 1 hour, allowed to cool then poured into a stirred mixture of 200 mL sodium hydroxide (1N) and water (1 L). The product 1,6-bis-(4-phenoxybenzamido)-n-hexane (28.3 g, 74% yield) was recrystallized from a mixture of 200 mL denatured alcohol and 150 mL DMAc, filtered, washed with denatured alcohol, and dried under vacuum at 140° C. for 6 hours. The DSC purity was 99.91%, mp 183°-184.3° C.

Provenance & Evidence