Hydrochloric Acid → Dimethyl 5-(2-aminoethyl)isophthalate hydrochloride

HRID 587938Notes

Reaction equation

HRID 587938 reaction equation
[N+:1]([CH:4]=[CH:5][C:6]1[CH:7]=[C:8]([C:16]([O:18][CH3:19])=[O:17])[CH:9]=[C:10]([CH:15]=1)[C:11]([O:13][CH3:14])=[O:12])([O-])=O.[ClH:20]>CO.[Pd]>[ClH:20].[NH2:1][CH2:4][CH2:5][C:6]1[CH:15]=[C:10]([C:11]([O:13][CH3:14])=[O:12])[CH:9]=[C:8]([CH:7]=1)[C:16]([O:18][CH3:19])=[O:17]

Participants

5

Reactant 2

HCID 313Hydrochloric AcidHCID 68478188Dimethyl 5-(2-nitrovinyl)isophthalate

Product 1

HCID 68475005Dimethyl 5-(2-aminoethyl)isophthalate hydrochloride

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

To a solution of 365 mg (1.38 mmol) of dimethyl 5-(2-nitrovinyl)isophthalate in 15 mL of methanol and 0.46 mL of 12 N HCl, was added 80 mg of 10% palladium on carbon. The mixture was stirred under a hydrogen balloon atmosphere for 7 h then filtered through celite and evaporated to give dimethyl 5-(2-aminoethyl)isophthalate hydrochloride as a white solid which was used as such immediately in the next step.

Workup

  1. filtrationthen filtered through celite
  2. customevaporated

Sources & evidence

ORD record
ord-cf42ce0f52894b509129c0f5f31b5fa6
Source dataset
uspto-grants-2016_01
Patent number
US09227918B2

Reaction notes

Loading…