تفاعل #2069931

ord-651364f736894c24b9436e1b8a8a9c0f

معادلة التفاعل

CN(C)C=O
dimethylformamide
C=CCOCCCCCl
allyl (4-chlorobutyl) ether
O=C(O)c1ccc(O)cc1
4-hydroxybenzoic acid
O=C([O-])[O-].[K+].[K+]
potassium carbonate
C=CCOCCCCOc1ccc(C(=O)O)cc1
4-(4-allyloxybutyloxy)benzoic acid
المردود 123.0%

المذيبات

ظروف التفاعل

درجة الحرارة
90°CELSIUS
الظروف التفصيلية
See reaction.notes.procedure_details.

المعالجة

  1. 1
    استخلاصextracted with toluene
  2. 2
    غسيلthe toluene layer was well washed with water, and toluene
  3. 3
    أخرىwas evaporated away
  4. 4
    workup.ADDITION20 g of sodium hydroxide, 50 ml of water and 200 ml of ethanol were added to the resulting residue
  5. 5
    درجة الحرارةrefluxed for 2 hours
  6. 6
    أخرىEthanol was evaporated away
  7. 7
    workup.ADDITIONhydrochloric acid was added
  8. 8
    استخلاصextracted with diethyl ether
  9. 9
    تجفيفdried with anhydrous magnesium sulfate
  10. 10
    أخرىThe solvent was evaporated away
  11. 11
    أخرىthe resulting residue was recrystallized from a mixed solvent of ethanol and water

الإجراء التجريبي

A solution comprising 14 g of allyl (4-chlorobutyl) ether, 14 g of 4-hydroxybenzoic acid, 14 g of potassium carbonate and 50 ml of dimethylformamide was stirred at 90° C. for 3 hours. Water was added to it, and extracted with toluene, and the toluene layer was well washed with water, and toluene was evaporated away. 20 g of sodium hydroxide, 50 ml of water and 200 ml of ethanol were added to the resulting residue, and refluxed for 2 hours. Ethanol was evaporated away, and hydrochloric acid was added to make it acidic, and then extracted with diethyl ether and dried with anhydrous magnesium sulfate. The solvent was evaporated away, and the resulting residue was recrystallized from a mixed solvent of ethanol and water to obtain 29 g of 4-(4-allyloxybutyloxy)benzoic acid.

المصدر

DOI: 10.6084/m9.figshare.5104873.v1براءة الاختراع: US07541071B2uspto-grants-2009_06