反応 #81476

反応方程式

Phenylmalonic acid

thionyl chloride

cyclohexyl alcohol

→

cyclohexyl hydrogen phenylmalonate

溶媒

ether

反応条件

後処理

1. 1
   温度The 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
   温度refluxed for 2 hours
5. 5
   その他to give an oily product which
6. 6
   その他crystallized
7. 7
   その他Recrystallization
8. 8
   その他was carried out from a benzene-petroleum ether (40°-60°) mixture
9. 9
   その他to give a white crystalline product

実験手順

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 benzene-petroleum ether (40°-60°) mixture to give a white crystalline product.

出典