Reaktion #69116

Reaktionsgleichung

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

Ether

→

title compound

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

Lösungsmittel

dichloromethane

Reaktionsbedingungen

Aufarbeitung

1. 1
   workup.ADDITIONwas added
2. 2
   EinengenThe 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
   FiltrationThe resin was filtered
6. 6
   Einengenthe mother liquors were concentrated to dryness

Vorschrift

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).

Quelle