Benzylamine → HCID 19862185, compound

HRID 1165566Notes

Reaction equation

HRID 1165566 reaction equation
[CH2:1]([N:8]1[C:13](=[O:14])[CH:12]=[C:10]([CH3:11])[C:9]1=[O:15])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[CH2:16]([NH2:23])[C:17]1[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=1>O1CCCC1>[CH2:1]([N:8]1[C:13](=[O:14])[CH2:12][C:10]([NH:23][CH2:16][C:17]2[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=2)([CH3:11])[C:9]1=[O:15])[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

Participants

4

Reactant 2

HCID 7504BenzylamineHCID 114356031H-Pyrrole-2,5-dione, 3-methyl-1-(phenylmethyl)-

Product 1

HCID 19862185HCID 19862185, compoundYield 38%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

120.6 g (0.6 mol) of N-benzylcitraconimide and 65.2 g (0.6 mol) of benzylamine are heated to reflux in 600 ml of tetrahydrofuran for 16 hours. The solvent is then distilled off, and the residue is chromatographed on silica gel using ethyl acetate-petrol ether 1:1. This gives 76.2 g of an oil, which is 93% strength after analysis by gas chromatography (yield 38% of theory).

Workup

  1. distillationThe solvent is then distilled off
  2. customthe residue is chromatographed on silica gel

Sources & evidence

ORD record
ord-297aa8dc1fae4c2894d36bdfcd49802e
Source dataset
uspto-grants-1990_03
Patent number
US04910319

Reaction notes

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