Ammonium Chloride → (5-Amino-2-chlorophenyl)methanol

Participants

Reaction Steps

Under an inert atmosphere, 300 g of lithium aluminum hydride is provided in3 1 of tetrahydrofuran at 0° C. and treated in portions with 500 g of 5-amino-2-chlorobenzoic acid (industrial, 85%). Thereafter the reactionmixture is heated slowly to room temperature and stirred over night at thistemperature. For further processing the reaction mixture is cooled to 0° C. and the excessive lithium aluminum hydride is carefuly decomposed with saturated ammonium chloride solution. Thereafter the organic phase is separated from the deposit and this deposit is washed several times with acetic ester and methylene chloride. The united organicphases are washed neutral with saturated sodium chloride solution, dried over sodium sulfate and concentrated in vacuo. A yield of 242 g of crude 2-chloro-5-aminobenzyl alcohol is obtained the purity of which is adequatefor subsequent reactions.

Provenance & Evidence