تفاعل #1755

ord-d5a8195f23794884af3a23a8c8f6148d

معادلة التفاعل

O
water
CC(=O)O[C@H]1CC[C@H](c2ccc(CCl)cc2)CC1
trans-O-acetyl-4-(4-chloromethylphenyl)-cyclohexanol
O=C([O-])[O-].[K+].[K+]
potassium carbonate
CCNCC
diethylamine
CCN(CC)Cc1ccc([C@H]2CC[C@H](OC(C)=O)CC2)cc1
trans-O-Acetyl-4-(4-diethylaminomethylphenyl)-cyclohexanol

المذيبات

ظروف التفاعل

درجة الحرارة
50°CELSIUS
الظروف التفصيلية
See reaction.notes.procedure_details.

المعالجة

  1. 1
    استخلاصthe mixture is extracted with methylene chloride
  2. 2
    أخرىThe organic phase is dried
  3. 3
    أخرىevaporated down in vacuo
  4. 4
    أخرىthe residue remaining is purified by column chromatography (aluminium oxide basic, activity stage III, ICN; petroleum ether/ethyl acetate=15:1)

الإجراء التجريبي

A solution of 1 g (3.75 mmol) of trans-O-acetyl-4-(4-chloromethylphenyl)-cyclohexanol in 10 ml of dimethylformamide is mixed with 0.52 g (3.75 mmol) of potassium carbonate and 0.27 g (3.75 mmol) of diethylamine. This mixture is heated to 50° C. for 6 hours with stirring, then water is added and the mixture is extracted with methylene chloride. The organic phase is dried, evaporated down in vacuo and the residue remaining is purified by column chromatography (aluminium oxide basic, activity stage III, ICN; petroleum ether/ethyl acetate=15:1). Colourless oil.

المصدر

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