تفاعل #586079

ord-433343ed12b845bc8669a2281d55ca84

معادلة التفاعل

CCCCCCCCCCCCCCOC(=O)c1ccc([N+](=O)[O-])cc1
tetradecyl 4-nitrobenzoate
CCOC(C)=O
ethyl acetate
CCCCCCCCCCCCCCOC(=O)c1ccc(N)cc1
tetradecyl 4-aminobenzoate
المردود 65.2%

المذيبات

ظروف التفاعل

الظروف التفصيلية
See reaction.notes.procedure_details.

المعالجة

  1. 1
    أخرىUnder a nitrogen purge
  2. 2
    أخرىfor sixteen hours
  3. 3
    ترشيحthe reaction mixture was filtered through a layer of CELITE
  4. 4
    ترشيحfilter aid
  5. 5
    تركيزThe filtrate was concentrated under reduced pressure to a tan solid
  6. 6
    أخرىThe solid was recrystallized from ethanol

الإجراء التجريبي

Under a nitrogen purge, 10% platinum on carbon (2.5 grams) was added to a mixture of tetradecyl 4-nitrobenzoate (25 grams, 69 mmol) and ethyl acetate (250 milliliters) in a Parr vessel. The vessel was placed under hydrogen pressure (49 psi, 3.3×105 Pa) for sixteen hours. Dichloromethane was added and the reaction mixture was filtered through a layer of CELITE filter aid. The filtrate was concentrated under reduced pressure to a tan solid. The solid was recrystallized from ethanol to obtain 15 grams of tetradecyl 4-aminobenzoate as light tan needles.

المصدر

DOI: 10.6084/m9.figshare.5104873.v1براءة الاختراع: US07765698B2uspto-grants-2010_08