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1-BENZYL-3,3-DIFLUOROPIPERIDINE synthesis

2synthesis methods
-

Yield:-

Reaction Conditions:

with (bis-(2-methoxyethyl)amino)sulfur trufluoride in dichloromethane at 0 - 20; for 1.5 h;

Steps:

ZR

To a solution of 1-benzyl-piperidin-3-one (1G) in CH2CI2 (LOML) is added [bis (2-methoxy- ethyl) amino] SULFER TRIFLUORIDE (1. 84mL) at 0C, and stirred for 1.5hr at room temperature. The reaction mixture is poured in aqueous NaHC03 and extracted with ethyl acetate. The organic layer is successively washed with H20 and aqueous NACI, dried over MgS04, and concentrated in vacuo. The residue is purified by column chromatography to give a colorless oil. The oil and Pd/C (5% w/w on activated carbon, 100MG) in HCI in ETOH/MEOH (50mL) is stirred for 22hr under H2 atmosphere. The reaction mixture is filtrated through celite pad. 4The filtrate is added HCI in EtOAc, then concentrated in vacuo to provide the title compound.

References:

WO2004/69256,2004,A1 Location in patent:Page/Page column 48