Ammonium Chloride → HCID 67311109, compound

Participants

Reaction Steps

In a solution of THF:ethanol (1:1, 100 mL) was placed the crude benzyl 2-(2-methyl-5-nitrophenyl)acetate (2.46 g, 8.62 mmol) and ammonium chloride (4.61 g, 86.2 mmol). To this was added zinc dust (5.64 g, 86.2 mmol) and the resulting slurry was stirred at RT for 4 hrs. The slurry was filtered through Celite and washed with ethanol (2×50 mL). The combined filtrates were evaporated at reduced pressure to give an oily mass. This was dissolved in a mixture of ethyl acetate (75 mL) and brine (75 mL). The organic phase dried (Na2SO4) and evaporated at reduced pressure to give benzyl 2-(5-amino-2-methylphenyl)acetate as an oil, which appears to be 6:4 mix of product:non-homologated compound. Used as is.

Provenance & Evidence