反应 #586079

ord-433343ed12b845bc8669a2281d55ca84

反应方程式

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

反应条件

详细条件
See reaction.notes.procedure_details.

后处理

  1. 1
    其他Under a nitrogen purge
  2. 2
    其他for sixteen hours
  3. 3
    过滤the reaction mixture was filtered through a layer of CELITE
  4. 4
    过滤filter aid
  5. 5
    浓缩The filtrate was concentrated under reduced pressure to a tan solid
  6. 6
    其他The solid was recrystallized from ethanol

实验过程

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.

来源

DOI: 10.6084/m9.figshare.5104873.v1专利: US07765698B2uspto-grants-2010_08