Réaction #6078

Équation de réaction

(+-)-(Z)-Ethyl-6-[[2-phenyl-3-(1H-imidazol-1-yl)-2,3-dihydro-4H-benzopyranylidene]aminoxy]hexanoate

sodium methylate

acetic acid

→

solid

Rendement 67.6%

(+-)-(Z)-6-[[2-phenyl-3-(1H-imidazol-1-yl)-2,3-dihydro-4H-benzopyranylidene]aminoxy]hexanoic acid

Rendement 67.6%

Solvants

methanol water

water

Conditions de réaction

Traitement

1. 1
   AutreThe so formed precipitate
2. 2
   Autreis collected
3. 3
   Autrerecrystallized from ethyl acetate

Mode opératoire

(+-)-(Z)-Ethyl-6-[[2-phenyl-3-(1H-imidazol-1-yl)-2,3-dihydro-4H-benzopyranylidene]aminoxy]hexanoate (300 mg; 0.67 mmoles) is dissolved in methanol-water (5:2; 7 ml), and to this solution sodium methylate (90 mg; 1.61 mmoles) is added portion-wise at 0° C. The resulting solution is stirred at r.t. for 28 hrs., then diluted with water, cooled at 0° C. and neutralized with acetic acid. The so formed precipitate is collected and recrystallized from ethyl acetate to give a white solid (190 mg), melting at 176°-178° C.

Source