Salicylideneaniline → Lithium 2-phenyliminomethyl phenolate

Participants

Reaction Steps

Lithium isopropoxide (300 mL, 20.7 g, 66.03 mmol) was added slowly to a solution of N-salicylideneaniline (61.83 g, 66.03 mmol) in dried acetonitrile (200 mL) under nitrogen atmosphere. A pale yellow precipitate was formed and was left stirring overnight. It was filtered off, washed thoroughly with acetonitrile and dried in vacuum oven for 8 hours at 80° C. Giving 61.6 g of product (97% yield). Sublimation (260° C., 10−6 Torr.) yielded an analytical sample (25.1 g from 29.2 g).

Provenance & Evidence