HCID 15376565, compound → HCID 15376564, compound

Participants

Reaction Steps

After 0.5 g of platinum oxide hydrate had been added to a solution of 2.5 g (8.05 mmol) of methyl 2-(tert-butylaminosulfonyl)-4-cyanomethylbenzoate in 200 ml of methanol and 4 ml of concentrated HCl, the mixture was hydrogenated for 10 hours at room temperature and under a hydrogen pressure of 20 bar. For working-up, the catalyst was removed by filtration and the filtrate was concentrated. After the residue had been taken up in ethyl acetate, the solution was washed four times with 2 N HCl. The combined acidic aqueous phases are brought to pH 10-11 with concentrated ammonia and extracted three times with ethyl acetate. The organic extracts were dried over Na2SO4 and concentrated in vacuo. This gave 1.9 g (75%) of methyl 4-(2-aminoethyl)-2-tert-butylaminosulfonylbenzoate as an oil.

Provenance & Evidence