تفاعل #1745

ord-9d8b4bad4cfc4f6f9993dde1eca90539

معادلة التفاعل

OC1CCC(c2ccccc2)CC1
4-phenylcyclohexanol
CC(=O)OC(C)=O
acetanhydride
CC(=O)OC1CCC(c2ccccc2)CC1
O-acetyl-4-phenylcyclohexanol
المردود 92.0%

المذيبات

ظروف التفاعل

الظروف التفصيلية
See reaction.notes.procedure_details.

المعالجة

  1. 1
    workup.ADDITIONare added
  2. 2
    درجة الحرارةThis is heated to 80° C. for 3 hours
  3. 3
    أخرىThe crystalline product precipitated
  4. 4
    ترشيحfiltered
  5. 5
    workup.DISSOLUTIONdissolved in ether
  6. 6
    غسيلwashed with sodium bicarbonate solution
  7. 7
    أخرىdried
  8. 8
    أخرىevaporated down in vacuo

الإجراء التجريبي

To a mixture of 20.3 g (0.115 mol) of 4-phenylcyclohexanol, 14.2 ml (0.15 mol) of acetanhydride and 29 ml of triethylamine are added, with stirring and at ambient temperature, 2.3 g (0.02 mol) of 4-dimethylaminopyridine, a clear solution being produced in an exothermic reaction. This is heated to 80° C. for 3 hours and the reaction mixture is then poured into ice water. The crystalline product precipitated is suction filtered, dissolved in ether, washed with sodium bicarbonate solution, dried and evaporated down in vacuo. 23 g (92% of theory) of O-acetyl-4-phenylcyclohexanol are obtained. The product is obtained initially as an oil but crystallises when left to stand.

المصدر

DOI: 10.6084/m9.figshare.5104873.v1براءة الاختراع: US05726205uspto-grants-1998_03