Benzylamine → 4-[4-(Benzylamino)-3-nitrophenyl]-3-methyl-4-oxobutanoic acid

HRID 930551Notes

Reaction equation

HRID 930551 reaction equation
Cl[C:2]1[CH:7]=[CH:6][C:5]([C:8](=[O:15])[CH:9]([CH3:14])[CH2:10][C:11]([OH:13])=[O:12])=[CH:4][C:3]=1[N+:16]([O-:18])=[O:17].[CH2:19]([NH2:26])[C:20]1[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=1>C(O)C>[CH2:19]([NH:26][C:2]1[CH:7]=[CH:6][C:5]([C:8](=[O:15])[CH:9]([CH3:14])[CH2:10][C:11]([OH:13])=[O:12])=[CH:4][C:3]=1[N+:16]([O-:18])=[O:17])[C:20]1[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=1

Participants

4

Reactant 2

HCID 7504BenzylamineHCID 28744464-(4-Chloro-3-nitrophenyl)-3-methyl-4-oxobutanoic acid

Product 1

HCID 674500244-[4-(Benzylamino)-3-nitrophenyl]-3-methyl-4-oxobutanoic acid

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Conditions

Temperature
50 °C

Procedure

4-(4-Chloro-3-nitro-phenyl)-3-methyl-4-oxo-butyric acid E-4.1′″ (800 mg; 2.95 mmol) is placed in 8 ml ethanol and heated up to 50° C. to get solved. Benzylamine (1.61 ml; 14.73 mmol) is added and the reaction mixture stirred for 3 hours at 100° C. The crude product is purified by using reversed phase chromatography

Workup

  1. customto get
  2. customThe crude product is purified

Sources & evidence

ORD record
ord-3ed5a412de6d44cfa448fbfc32fd63a2
Source dataset
uspto-grants-2016_03
Patent number
US09296748B2

Reaction notes

Loading…