Reacción #668891

Ecuación de reacción

water

cyclopentanone

methyl 2-chloropropionate

potassium tert-butylate

→

methyl 2-methyl-1-oxaspiro[2.4]heptane-2-carboxylate

Rendimiento 56.6%

Disolventes

tetrahydrofuran

Condiciones de reacción

Tratamiento posterior

1. 1
   workup.ADDITIONare added slowly dropwise
2. 2
   workup.STIRRINGafter which the mixture is stirred for a further 60 minutes
3. 3
   Temperaturawithout cooling
4. 4
   Extracciónis subjected to extraction with diethyl ether
5. 5
   Secadothe organic phase is dried over sodium sulfate
6. 6
   Filtraciónthe drying agent is filtered off
7. 7
   Otroevaporation of the solvent

Procedimiento

9.3 g (0.11 mol) of cyclopentanone and 13.5 g (0.11 mol) of methyl 2-chloropropionate are cooled to 0 to 2° C.; at this temperature, 13.6 g (0.12 mol) of potassium tert-butylate suspended in 200 ml of tetrahydrofuran are added slowly dropwise with stirring over a period of about 90 minutes, after which the mixture is stirred for a further 60 minutes without cooling. A little water is added to the reaction mixture, which is subjected to extraction with diethyl ether; the organic phase is dried over sodium sulfate, the drying agent is filtered off, and evaporation of the solvent gives 10.6 g of methyl 2-methyl-1-oxaspiro[2.4]heptane-2-carboxylate, which can be employed without further purification in the subsequent stage (see b).

Fuente