Reacción #1606823

Ecuación de reacción

4-bromo-2-hydroxybenzonitrile

bromo-cyclopropane

Cs2CO3

→

4-bromo-2-(cyclopropyloxy)benzonitrile

Disolventes

DMF

Condiciones de reacción

Tratamiento posterior

1. 1
   FiltraciónThe solid was filtered off
2. 2
   workup.ADDITIONthe filtrate was poured to water
3. 3
   Extracciónextracted with EtOAc
4. 4
   LavadoThe organic layer was washed with brine
5. 5
   Secadodried over sodium sulfate
6. 6
   Concentraciónconcentrated
7. 7
   OtroThe residue was purified with prep-TLC

Procedimiento

A mixture of 4-bromo-2-hydroxybenzonitrile (300 mg, 1.5 mmol), bromo-cyclopropane (480 mg, 4.0 mmol) and Cs2CO3 (300 mg, 1.6 mmol) in 2 mL of anhydrous DMF were heated to 170° C. for 2 hours by microwave. The solid was filtered off, and the filtrate was poured to water, and extracted with EtOAc. The organic layer was washed with brine, dried over sodium sulfate and concentrated. The residue was purified with prep-TLC to give 4-bromo-2-(cyclopropyloxy)benzonitrile. 1H-NMR (400 MHz, CDCl3) δ ppm 7.46˜7.48 (m, 1H), 7.36˜7.38 (m, 1H), 7.14˜7.16 (m, 1H), 3.79˜3.84 (m, 1H), 0.86˜0.87 (m, 4H).

Fuente