تفاعل #458245

ord-cd3cfd4fb4ff45c3a5b930badd7a7106

معادلة التفاعل

O=C(Cl)C12CC3CC(CC(C3)C1)C2
tricyclo[3.3.1.13,7 ]decane-1-carbonyl chloride
OCc1cccc(Oc2ccccc2)c1
3-phenoxybenzyl alcohol
c1ccncc1
pyridine
O=C(OCc1cccc(Oc2ccccc2)c1)C12CC3CC(CC(C3)C1)C2
oily material
المردود 98.7%
O=C(OCc1cccc(Oc2ccccc2)c1)C12CC3CC(CC(C3)C1)C2
3-phenoxybenzyl tricyclo[3.3.1.13,7 ]decane-1-carboxylate
المردود 98.7%

المذيبات

ظروف التفاعل

الظروف التفصيلية
See reaction.notes.procedure_details.

المعالجة

  1. 1
    أخرىThen the reaction was terminated
  2. 2
    أخرىThe resulting pyridine hydrochloride was removed by filtration
  3. 3
    غسيلthe filtrate was thoroughly washed with 1N hydrochloric acid, 5% sodium carbonate
  4. 4
    تجفيفsaturated saline solution, and dried over sodium sulfate
  5. 5
    أخرىThe solvent was removed

الإجراء التجريبي

1 g (5.03 mmol) of tricyclo[3.3.1.13,7 ]decane-1-carbonyl chloride, 1.01 g (5.04 mmol) of 3-phenoxybenzyl alcohol and 0.08 g (10.07 mmol) of anhydrous pyridine were dissolved in 30 ml of anhydrous benzene. The mixture was stirred at room temperature for 66 hours. Then the reaction was terminated. The resulting pyridine hydrochloride was removed by filtration and the filtrate was thoroughly washed with 1N hydrochloric acid, 5% sodium carbonate and then saturated saline solution, and dried over sodium sulfate. The solvent was removed to obtain 1.8 g of an oily material. Purification by column chromatography on silica gel employing a developer consisting of n-hexane and benzene (1:1) gave 1.69 g (yield 93%) of a colorless oily material.

المصدر

DOI: 10.6084/m9.figshare.5104873.v1براءة الاختراع: US04529599uspto-grants-1985_07