Hydrochloric Acid → HCID 69551005, compound

HRID 1833245Notes

Reaction equation

HRID 1833245 reaction equation
[CH2:1]([O:3][C:4](=[O:18])[CH:5]([C:16]#[N:17])[C:6]1[CH:11]=[CH:10][C:9]([O:12][CH3:13])=[C:8]([O:14][CH3:15])[CH:7]=1)[CH3:2].[ClH:19]>C(O)C.[Pd]>[ClH:19].[CH2:1]([O:3][C:4](=[O:18])[CH:5]([C:6]1[CH:11]=[CH:10][C:9]([O:12][CH3:13])=[C:8]([O:14][CH3:15])[CH:7]=1)[CH2:16][NH2:17])[CH3:2]

Participants

5

Reactant 2

HCID 313Hydrochloric AcidHCID 12814070Ethyl cyano(3,4-dimethoxyphenyl)acetate

Product 1

HCID 69551005HCID 69551005, compoundYield 82%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

To a stirred solution of cyano-(3,4-dimethoxy-phenyl)-acetic acid ethyl ester (18.1 g, 72.6 mmol) in ethanol (100 mL) was added 10% palladium on activated carbon (3.6 g) and concentrated hydrogen chloride solution (6.6 mL). The reaction mixture was hydrogenated at 50 psi for 15 hrs. The mixture was filtered through a Celite® pad and the pad was washed with ethanol (500 mL). The filtrate was collected and concentrated in vacuo to afford 3-amino-2-(3,4-dimethoxy-phenyl)-propionic acid ethyl ester hydrochloride (15 g, 82% yield) as a white solid.

Workup

  1. filtrationThe mixture was filtered through a Celite® pad
  2. washthe pad was washed with ethanol (500 mL)
  3. customThe filtrate was collected
  4. concentrationconcentrated in vacuo

Sources & evidence

ORD record
ord-4fd029fe21014410ba54ce2d344d4a8a
Source dataset
uspto-grants-2006_06
Patent number
US07067529B2

Reaction notes

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