反应详情

To a stirred solution of diazomethane (ca 6 g=0.141 mmol) in ethyl ether (400 ml) was added over 2 hours at 1°-3° phenoxyacetyl chloride (11.95 g=0.07 mole) dissolved in ethyl ether (50 ml). The mixture was stirred at the same temperature for two more hours and was allowed to stand overnight at room temperature. Then 5.5 N hydrochloric acid (25 ml, 0.137 moles) was added with stirring over 110 min. at 16°-20°. After the mixture was stirred for an additional 4 hours, the layers were separated and the ether layer was washed with three 80 ml portions of water and dried over anhydrous sodium sulfate. Removal of the solvent gave the crude product as a yellow oil, 13 g (100%); ir (film, cm-1) 1740, 1595, 1495, 1240; nmr (DCCl3, ppm) 7.40-6.70 (m, 5H), 4.60 (s, 2H), 4.25 (s, 2H). This product was used without purification to prepare phenoxyacetylmethyltriphenylphosphonium chloride.

1. stirringwith stirring over 110 min. at 16°-20°
2. stirringAfter the mixture was stirred for an additional 4 hours
3. customthe layers were separated
4. washthe ether layer was washed with three 80 ml portions of water
5. dry with materialdried over anhydrous sodium sulfate
6. customRemoval of the solvent