Réaction #69128

Équation de réaction

(R)-tert-butyl 1-(4-hydroxyphenyl)ethylcarbamate

→

title compound

Rendement 61.0%

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

Rendement 61.0%

Solvants

methanol

Conditions de réaction

Traitement

1. 1
   FiltrationThe rhodium catalyst was filtered off
2. 2
   Concentrationthe mother liquors were concentrated in vacuo
3. 3
   AutreThe residue was purified on silica gel by flash column chromatography

Mode opératoire

(R)-tert-butyl 1-(4-hydroxyphenyl)ethylcarbamate (described in the literature: WO 2007035154 (A1)) (100 mg, 0.4214 mmol) was dissolved in methanol (5 mL). A methanolic (5 mL) solution of rhodium on alumina (10 Wt %, 10 mg) was added. The reaction mixture was place under a hydrogen atmosphere and stir at room temperature for 18 hours. The rhodium catalyst was filtered off and the mother liquors were concentrated in vacuo. The residue was purified on silica gel by flash column chromatography to afford the title compound (62 mg, 61% yield).

Source