Reacción #71618

Ecuación de reacción

NaHCO3

4-bromobenzaldehyde

phenylmethyl (2S)-2-methyl-1-piperazinecarboxylate

sodium triacetoxyborohydride

→

title compound

Rendimiento 84.2%

Phenylmethyl (2S)-4-[(4-bromophenyl)methyl]-2-methyl-1-piperazine Carboxylate

Rendimiento 84.2%

Disolventes

1,2-DCE

Condiciones de reacción

Tratamiento posterior

1. 1
   workup.STIRRINGthe mixture stirred for 30 mins
2. 2
   ExtracciónProduct was extracted
3. 3
   Secadothe extracts dried (Na2SO4)

Procedimiento

A mixture of 4-bromobenzaldehyde (1.19 g, 6.42 mmol), phenylmethyl (2S)-2-methyl-1-piperazinecarboxylate (1.505 g, 6.42 mmol) and sodium triacetoxyborohydride (2.04 g, 9.63 mmol) in 1,2-DCE (15 ml) was stirred at room temperature overnight. Saturated aq. NaHCO3 solution was added and the mixture stirred for 30 mins. Product was extracted and the extracts dried (Na2SO4). Chromatography (0-30% EtOAc in pentane) gave the title compound (2.18 g). MS (ES): MH+ 403/405.

Fuente