Reaktion #668985

Reaktionsgleichung

bis(2-chloroethyl)-N-(1,1-dimethylethoxy)carbonyl amine

2-methylphenyl acetonitrile

NaH

→

4-cyano-N-(1,1-dimethylethoxy)carbonyl-4-(2-methylphenyl) piperidine

Lösungsmittel

THF DMF

Reaktionsbedingungen

Aufarbeitung

1. 1
   SonstigeThe solvent was removed in vacuo
2. 2
   workup.DISSOLUTIONthe residue dissolved in EtOAc (200 ml)
3. 3
   Waschenwashed with saturated NaHCO3 (50 ml), H20 (2×50 ml), and saturated aqueous NaCl (50 ml)
4. 4
   Trocknendried (Na2SO4)
5. 5
   Einengenconcentrated in vacuo

Vorschrift

A solution of bis(2-chloroethyl)-N-(1,1-dimethylethoxy)carbonyl amine (1.438 g, 5.94 mmol) and 2-methylphenyl acetonitrile (600 mg, 3.96 mmol) in a 4:1 mixture of THF/DMF (15 mL) was treated with NaH (357.9 mg, 8.7 mmol) at 60° C. (3 d). The solvent was removed in vacuo, the residue dissolved in EtOAc (200 ml) and washed with saturated NaHCO3 (50 ml), H20 (2×50 ml), and saturated aqueous NaCl (50 ml), dried (Na2SO4) and concentrated in vacuo. PCTLC (SiO2, 6mm, 100% hexane) afforded 4-cyano-N-(1,1-dimethylethoxy)carbonyl-4-(2-methylphenyl) piperidine as a yellow/orange oil.

Quelle