Propylamine → Benzeneacetic acid, 2,4-dinitro-, ethyl ester

HRID 2390928Notes

Reaction equation

HRID 2390928 reaction equation
C(N)CC.[N+:5]([C:8]1[CH:13]=[C:12]([N+:14]([O-:16])=[O:15])[CH:11]=[CH:10][C:9]=1[CH:17](C(=O)C)[C:18]([O:20][CH2:21][CH3:22])=[O:19])([O-:7])=[O:6]>C(Cl)(Cl)Cl>[N+:5]([C:8]1[CH:13]=[C:12]([N+:14]([O-:16])=[O:15])[CH:11]=[CH:10][C:9]=1[CH2:17][C:18]([O:20][CH2:21][CH3:22])=[O:19])([O-:7])=[O:6]

Participants

4

Reactant 2

HCID 7852PropylamineHCID 230687Ethyl 2-(2,4-dinitrophenyl)-3-oxobutanoate

Product 1

HCID 106546Benzeneacetic acid, 2,4-dinitro-, ethyl esterYield 99%

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent

Procedure

Propan-1-amine (136 mmol) was added to a solution of ethyl 2-(2,4-dinitrophenyl)-3-oxobutanoate (135 mmol) in chloroform (500 mL). The reaction mixture was maintained for 12 h at rt and was concentrated. The residue was purified by chromatography 20/1 hexane/ethyl acetate to provide ethyl 2-(2,4-dinitrophenyl)acetate in 99% yield as a brown oil.

Workup

  1. concentrationwas concentrated
  2. customThe residue was purified by chromatography 20/1 hexane/ethyl acetate

Sources & evidence

ORD record
ord-e56aee5fbb6d44f0bc97dd2a23c331de
Source dataset
uspto-grants-2012_09
Patent number
US08273891B2

Reaction notes

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