Reacción #413536

Ecuación de reacción

2-pentanone

glyoxylic acid monohydrate

phosphoric acid

→

4-keto-hept-2-enoic acid

Disolventes

ethyl ether dichloromethane

Condiciones de reacción

Tratamiento posterior

1. 1
   Temperaturawas warmed at ca. 80° for 19 hours
2. 2
   Lavadowashed thoroughly with brine
3. 3
   OtroEvaporation of the
4. 4
   Secadodried (magnesium sulphate) organic phase
5. 5
   Otrogave a yellow viscous oil, which
6. 6
   Otroon crystallization from ethyl ether/petroleum ether

Procedimiento

A mixture of 2-pentanone (17.1 g, 198 mmol), glyoxylic acid monohydrate (8.05 g, 88 mmol) and about 85% phosphoric acid (12 ml) was warmed at ca. 80° for 19 hours. On cooling to room temperature the mixture was diluted with ethyl ether/dichloromethane (100 ml, 1:1) and washed thoroughly with brine. Evaporation of the dried (magnesium sulphate) organic phase gave a yellow viscous oil, which on crystallization from ethyl ether/petroleum ether gave 4-keto-hept-2-enoic acid as colorless prisms: mp 100°-2°.

Fuente