Réaction #61655

Équation de réaction

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

Solvants

pyridine

Conditions de réaction

Traitement

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

Mode opératoire

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.

Source