Реакция #65181

Уравнение реакции

Phenylmalonic acid

thionyl chloride

cyclohexyl alcohol

→

cyclohexyl hydrogen phenylmalonate

Растворители

ether

Условия реакции

Обработка

1. 1
   ТемператураThe mixture was heated at 40°-50° C. for 3 hours
2. 2
   workup.DISTILLATIONThe clear solution was distilled under vacuum
3. 3
   workup.DISSOLUTIONThe oily residue was redissolved in dry ether (40 mL)
4. 4
   Температураrefluxed for 2 hours
5. 5
   Другоеto give an oily product which
6. 6
   Другоеcrystallized
7. 7
   ДругоеRecrystallization
8. 8
   Другоеwas carried out from a benzenepetroleum ether (40°-60°) mixture
9. 9
   Другоеto give a white crystalline product

Методика

Phenylmalonic acid (13.5 g, 0.07 mol) in dry ether (40 mL) was treated with thionyl chloride (8.92 g, 5.4 mL, 0.07 mol) and one drop of N,N-dimethylformamide. The mixture was heated at 40°-50° C. for 3 hours. The clear solution was distilled under vacuum. The oily residue was redissolved in dry ether (40 mL), the solution was treated with cyclohexyl alcohol (0.075 mol, 7.9 mL) and refluxed for 2 hours. The mixture was worked up as before to give an oily product which crystallized on standing. Recrystallization was carried out from a benzenepetroleum ether (40°-60°) mixture to give a white crystalline product.

Источник