Hydrochloric Acid → HCID 68477428, compound

HRID 587934Notes

Reaction equation

HRID 587934 reaction equation
[CH3:1][O:2][C:3]1[CH:11]=[CH:10][C:9]([CH:12]=[CH:13][N+:14]([O-])=O)=[CH:8][C:4]=1[C:5]([O-:7])=[O:6].[ClH:17].[H][H].[CH3:20]O>[Pd]>[ClH:17].[NH2:14][CH2:13][CH2:12][C:9]1[CH:10]=[CH:11][C:3]([O:2][CH3:1])=[C:4]([CH:8]=1)[C:5]([O:7][CH3:20])=[O:6]

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 887MethanolHCID 68477446HCID 68477446, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 68477428HCID 68477428, compound

Reagents, catalysts & solvents 1

HCID 23938PalladiumCatalyst

Procedure

To a solution of 0.429 g (1.81 mmol) of 2-methoxy-5-(2-nitrovinyl)benzoate in 18 mL of methanol was added 0.75 mL of 12 N HCl followed by 50 mg of 10% palladium on carbon. The mixture was stirred for 3 h under a balloon hydrogen atmosphere then degassed with nitrogen and filtered. Evaporation gave methyl 5-(2-aminoethyl)-2-methoxybenzoate hydrochloride as a sticky oil.

Workup

  1. customthen degassed with nitrogen
  2. filtrationfiltered
  3. customEvaporation

Sources & evidence

ORD record
ord-3f380480faec44f6876a55a9a01fac60
Source dataset
uspto-grants-2016_01
Patent number
US09227918B2

Reaction notes

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