Reacción #69116

Ecuación de reacción

Tert-butyl (R)-1-(4-hydroxycyclohexyl)ethylcarbamate

Ether

→

title compound

(R)-4-(1-aminoethyl)cyclohexanol

Disolventes

dichloromethane

Condiciones de reacción

Tratamiento posterior

1. 1
   workup.ADDITIONwas added
2. 2
   ConcentraciónThe reaction mixture was concentrated in vacuo
3. 3
   workup.DISSOLUTIONThe crude mixture was dissolved in MeOH (25 mL)
4. 4
   workup.ADDITIONMP-Carbonate was added (11.75 g, 36.90 mmol)
5. 5
   FiltraciónThe resin was filtered
6. 6
   Concentraciónthe mother liquors were concentrated to dryness

Procedimiento

Tert-butyl (R)-1-(4-hydroxycyclohexyl)ethylcarbamate (4.49 g, 18.45 mmol) was dissolved in dichloromethane (25 mL) and cooled to 0° C. under nitrogen. HCl 2M in Ether (27.68 mL of 2 M, 55.35 mmol) was added and the reaction allowed to warm slowly to ambient temperature for 18 hours. The reaction mixture was concentrated in vacuo. The crude mixture was dissolved in MeOH (25 mL). MP-Carbonate was added (11.75 g, 36.90 mmol) and the reaction mixture was stirred for 3 hours. The resin was filtered and the mother liquors were concentrated to dryness to afford the title compound as an off white solid (2.39 g, 90% yield).

Fuente