1-(Allyloxy)-2-methyl-1-oxopropan-2-yl 2-chloro-5-nitrobenzoate → 5-Amino-2-chlorobenzoic acid 1-allyloxycarbonyl-1-methyl-ethyl ester

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Reaction Steps

In a stirred autoclave, 0.1 g of a catalyst prepared according to Example H1 is added to a solution of 10 g of allyl 2-(2-chloro-5-nitrobenzoyloxy)-2-methylpropionate in 80 ml of tetrahydrofuran and 20 ml of n-propanol, 6 mg (0.1 mol %) of FeCl2 4H2O are added in addition and the mixture is hydrogenated for 7 hours at a temperature of 140° C. and at a hydrogen pressure of 20 bar. After cooling to room temperature and flushing the stirred autoclave with nitrogen, the catalyst is filtered off. 117.3 g are obtained of a solution having a content of 7.26% of allyl 2-(2-chloro-5-aminobenzoyloxy)-2-methylpropionate (yield: 94.6% of theory).

Provenance & Evidence