Réaction #6822

ord-2e6609cbcbab46a8a867933955519b54

Équation de réaction

NC(=O)Cc1ccc(O)c(Cl)c1
2-(3-chloro-4-hydroxy-phenyl)-acetamide
c1c[nH]cn1
imidazole
CC(C)(C)[Si](C)(C)Cl
tert-butyldimethylsilyl chloride
CC(C)(C)[Si](C)(C)Oc1ccc(CC(N)=O)cc1Cl
2-[4-(tert-butyldimethylsilanyloxy)-3-chlorophenyl]acetamide
Rendement 77.4%

Conditions de réaction

Conditions détaillées
See reaction.notes.procedure_details.

Traitement

  1. 1
    Lavagewashed with 50 mL of sodium carbonate
  2. 2
    AutreThe ethyl acetate was evaporated

Mode opératoire

A solution of 2-(3-chloro-4-hydroxy-phenyl)-acetamide (100 mg), imidazole (184 mg), and tert-butyldimethylsilyl chloride (163 mg) was stirred for 2 h in 5 mL of dimethylformamide. The solution was diluted with 50 mL of ethyl acetate and washed with 50 mL of sodium carbonate. The ethyl acetate was evaporated to afford 125 mg of 2-[4-(tert-butyldimethylsilanyloxy)-3-chlorophenyl]acetamide.

Source

DOI: 10.6084/m9.figshare.5104873.v1Brevet: US07084154B2uspto-grants-2006_08