Реакция #302884

Уравнение реакции

diethyl oxalate

toluene

sulfuric acid

→

ethyl 2-(methyl-phenyl)-2-oxoacetate

Выход 30.3%

Условия реакции

Обработка

1. 1
   workup.ADDITIONabove was added dropwise at −40° C.
2. 2
   Другоеan organic layer was recovered
3. 3
   ПромывкаThe resulting organic layer was washed with 134 g of water
4. 4
   Сушкаdried with magnesium sulfate
5. 5
   КонцентрированиеAfter concentration
6. 6
   Другоеwith an evaporator, distillation
7. 7
   Другоеunder high vacuum, and silica gel column purification

Методика

A solution of 83 g of diethyl oxalate in toluene (170 g) was cooled to −40° C. or lower. The Grignard reagent prepared as described above was added dropwise at −40° C. or lower, and this was retained at −40° C. for 2 hours. To the reaction mixture was added 234 g of 10% sulfuric acid, and an organic layer was recovered. The resulting organic layer was washed with 134 g of water, and dried with magnesium sulfate. After concentration with an evaporator, distillation under high vacuum, and silica gel column purification afforded 33.1 g of ethyl 2-(methyl-phenyl)-2-oxoacetate.

Источник