반응 #69116

반응 방정식

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

Ether

→

title compound

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

용매

dichloromethane

반응 조건

후처리

1. 1
   workup.ADDITIONwas added
2. 2
   농축The 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
   여과The resin was filtered
6. 6
   농축the mother liquors were concentrated to dryness

실험 절차

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).

출처