Sulfuric Acid → HCID 67056354, compound

Participants

Reaction Conditions

Reaction Steps

1.5 ml of 98% sulphuric acid are added to a solution of 9.6 g (24.3 mmol) of methyl (S)-3-[4-(2-methoxyethoxymethoxy)benzoylamino]-2-piperidin-1-yl-propanoate in 50 ml of tetrahydrofuran and 50 ml of methanol. The reaction medium is then stirred at 35° C. for 18 h. The solvents are concentrated under vacuum to 80% then the residue is taken up in ethyl acetate and hydrolysed. The pH is brought to 8 with a saturated aqueous solution of sodium hydrogen carbonate. The product is extracted with ethyl acetate. The organic phase is washed with water then with a saturated aqueous solution of sodium chloride, dried over magnesium sulphate, filtered and concentrated under vacuum. 6.9 g (93%) of methyl (S)-3-(4-hydroxybenzoylamino)-2-piperidin-1-ylpropanoate are obtained in the form of a white solid.

Provenance & Evidence