Reacción #61655

Ecuación de reacción

ethyl acetate

2-bromo-2-methyl-propionyl chloride

1-(3-amino-5-benzyloxy-2-hydroxy-phenyl)-ethanone

hydrochloric acid

→

N-(3-acetyl-5-benzyloxy-2-hydroxy-phenyl)-2-bromo-2-methyl-propionamide

Disolventes

pyridine

Condiciones de reacción

Tratamiento posterior

1. 1
   workup.ADDITIONAfter the addition
2. 2
   OtroThe organic phase is separated off
3. 3
   Lavadowashed with water
4. 4
   Secadodried with sodium sulphate
5. 5
   workup.DISTILLATIONAfter the solvent has been distilled off the residue
6. 6
   Otrois crystallised from a diethyl ether/petroleum ether mixture

Procedimiento

4.64 g (25 mmol) 2-bromo-2-methyl-propionyl chloride are added dropwise at 5 to 20° C. to a solution of 5.15 g (20 mmol) 1-(3-amino-5-benzyloxy-2-hydroxy-phenyl)-ethanone in 20 mL pyridine. After the addition has ended the mixture is stirred for 15 minutes, combined with ice water and 100 mL ethyl acetate and acidified with conc. hydrochloric acid. The organic phase is separated off, washed with water and dried with sodium sulphate. After the solvent has been distilled off the residue is crystallised from a diethyl ether/petroleum ether mixture.

Fuente