反応 #94864

反応方程式

polyoxyethylene octyl phenyl ether

7-acetylspiro[benzo[b]furan-2(3H), 1'-cyclopropane]-3-one

sodium hypochlorite

hydrochloric acid

sodium hydrogen sulfite

→

7-carboxyspiro[benzo[b]furan-2(3H), 1'-cyclopropane]-3-one

溶媒

water

反応条件

後処理

1. 1
   温度After cooling
2. 2
   その他resulting crystals
3. 3
   抽出were extracted with ethyl acetate
4. 4
   洗浄After washing with water
5. 5
   その他drying
6. 6
   workup.DISTILLATIONthe solvent was distilled off under reduced pressure
7. 7
   その他The residue was recrystallized from ethanol

実験手順

A mixture of 7-acetylspiro[benzo[b]furan-2(3H), 1'-cyclopropane]-3-one (86 mg), 2.4 ml of aqueous solution of sodium hypochlorite and a small amount of surface active agent (polyoxyethylene octyl phenyl ether) was stirred at 60° C. for 2 hours. After cooling, the reaction mixture was diluted with water, and to the mixture was added 40% aqueous solution of sodium hydrogen sulfite. The reaction mixture was made acidic with hydrochloric acid, and resulting crystals were extracted with ethyl acetate. After washing with water and drying, the solvent was distilled off under reduced pressure. The residue was recrystallized from ethanol to give colorless needles of 7-carboxyspiro[benzo[b]furan-2(3H), 1'-cyclopropane]-3-one. m.p. 259°-262° C. (decomp). Sublime at 183° C.

出典