Reaktion #1715275

Reaktionsgleichung

2-(4-bromophenyl)propan-2-amine

hydrochloric acid

BOC2O

→

title compound

Ausbeute 90.0%

tert-Butyl 2-(4-bromophenyl)propan-2-ylcarbamate

Ausbeute 90.0%

Lösungsmittel

DCM

DCM

Reaktionsbedingungen

Aufarbeitung

1. 1
   Sonstigethe ice bath was removed
2. 2
   workup.ADDITIONThe mixture was diluted with water (30 mL)
3. 3
   Extraktionextracted with DCM (2×30 mL)
4. 4
   Trocknendried over MgSO4
5. 5
   Filtrationfiltered
6. 6
   Einengenconcentrated in vacuo
7. 7
   SonstigeThe crude material was purified by flash chromatograph (40 g silica gel column, 0-40% EtOAc/Heptane)

Vorschrift

To a solution of 2-(4-bromophenyl)propan-2-amine, hydrochloric acid (1.0 g, 4.0 mmol, AKOS) in DCM (30 mL) at about 0° C. was added TEA (1.11 mL, 7.98 mmol). A solution of BOC2O (1.623 ml, 7.01 mmol) in DCM (10 mL) was added dropwise over about 10 min. After about 30 min, the ice bath was removed and the mixture was stirred overnight at rt. The mixture was diluted with water (30 mL) and extracted with DCM (2×30 mL). The organic layers were combined, dried over MgSO4, filtered, and concentrated in vacuo. The crude material was purified by flash chromatograph (40 g silica gel column, 0-40% EtOAc/Heptane) to give tert-butyl 2-(4-bromophenyl)propan-2-ylcarbamate the title compound (1.13 g, 90%): LC/MS (Table 2, Method b) Rt=2.66 min.; MS m/z: 315 (M+H)+.

Quelle