(2-HydroxyMethyl-piperidin-1-yl)-acetic acid tert-butyl ester synthesis

Yield:791642-61-0 80%

Reaction Conditions:

with N-ethyl-N,N-diisopropylamine in DMF (N,N-dimethyl-formamide) at 50; for 16 h;

Steps:

Preparation of Intermediates of Formula II; (2-Hydroxymethyl-piperidin-1-yl)-acetic acid tert-butyl ester

Bromo-acetic acid tert-butyl ester (0.39 g, 2 mmol) was dissolved in DMF (1 mL). A solution of piperidin-2-yl-methanol (0.25 g, 2.2 mmol) in DMF (1 ML) and diisopropylethylamine (0. 38 ML, 2.2 mmol) was added. The reaction mixture was stirred at 50°C for 16 h. The solvent was removed in vacuo. EtOAc (20 ML) and water (7 mL) was added. The two phases were separated. The aqueous phase was extracted twice with EtOAc (20 mL). The combined EtOAc phases were dried over magnesium sulfate, filtered and the filtrate was evaporated in vacuo. The product was isolated as an oil. Yield : 0.37 g, 80%.

References:

WO2004/96761,2004,A1 Location in patent:Page 38-39