Реакция #69116

Уравнение реакции

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

Ether

→

title compound

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

Растворители

dichloromethane

Условия реакции

Обработка

1. 1
   workup.ADDITIONwas added
2. 2
   КонцентрированиеThe 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
   ФильтрацияThe resin was filtered
6. 6
   Концентрированиеthe mother liquors were concentrated to dryness

Методика

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).

Источник