Reacción #413535

Ecuación de reacción

2-undecanone

glyoxylic acid monohydrate

phosphoric acid

→

4-ketotridec-2-enoic acid

Disolventes

ethyl ether dichloromethane

Condiciones de reacción

Tratamiento posterior

1. 1
   Temperaturawas warmed at 80° for 18 hours
2. 2
   Lavadowashed thoroughly with brine
3. 3
   OtroEvaporation of the
4. 4
   Secadodried (magnesium sulphate) organic phase
5. 5
   Otrogave a yellow oil which
6. 6
   Otroon crystallization from ethyl ether/petroleum ether

Procedimiento

A mixture of 2-undecanone (10 g, 58.7 mmol), glyoxylic acid monohydrate (5.15 g, 56 mmol) and 85% phosphoric acid (10 ml) was warmed at 80° for 18 hours. On cooling to room temperature, the mixture was diluted with ethyl ether/dichloromethane (50 ml each) and washed thoroughly with brine. Evaporation of the dried (magnesium sulphate) organic phase gave a yellow oil which on crystallization from ethyl ether/petroleum ether gave 4-ketotridec-2-enoic acid as colorless prisms.

Fuente