Hydrochloric Acid → Ethyl 2-(aminomethyl)-3-methylbutanoate hydrochloride

HRID 1180091Notes

Reaction equation

HRID 1180091 reaction equation
[C:1]([C:3](=[C:9]([CH3:11])[CH3:10])[C:4]([O:6][CH2:7][CH3:8])=[O:5])#[N:2].[ClH:12]>CCO.O=[Pt]=O>[ClH:12].[NH2:2][CH2:1][CH:3]([CH:9]([CH3:10])[CH3:11])[C:4]([O:6][CH2:7][CH3:8])=[O:5]

Participants

5

Reactant 2

HCID 313Hydrochloric AcidHCID 1365732-Cyano-3-methyl-but-2-enoic acid ethyl ester

Product 1

HCID 71332524Ethyl 2-(aminomethyl)-3-methylbutanoate hydrochloride

Reagents, catalysts & solvents 2

HCID 345198Adams' catalystCatalystHCID 702EthanolSolvent

Procedure

Ethyl 2-cyano-3-methylbut-2-enoate (5.0 g, 32.6 mmol) was dissolved in 320 mL of absolute EtOH. 700 mg of PtO2 and 12 mL of 4M HCl were added. The reaction mixture was hydrogenated at room temperature for 5 hours (30 psi). Filtration on a celite pad and evaporation of the solvent afforded crude title compound (quantitative yield).

Workup

  1. filtrationFiltration
  2. customon a celite pad and evaporation of the solvent

Sources & evidence

ORD record
ord-614be658fb454bf7bdb6da79797932af
Source dataset
uspto-grants-2007_10
Patent number
US07279575B2

Reaction notes

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