Tert-butyl 2-cyano-3-(4-methoxyphenyl)propanoate → HCID 68749931, compound

HRID 333327Notes

Reaction equation

HRID 333327 reaction equation
[C:1]([CH:3]([CH2:11][C:12]1[CH:17]=[CH:16][C:15]([O:18][CH3:19])=[CH:14][CH:13]=1)[C:4]([O:6][C:7]([CH3:10])([CH3:9])[CH3:8])=[O:5])#[N:2]>CCO.[Co]>[NH2:2][CH2:1][CH:3]([CH2:11][C:12]1[CH:13]=[CH:14][C:15]([O:18][CH3:19])=[CH:16][CH:17]=1)[C:4]([O:6][C:7]([CH3:9])([CH3:8])[CH3:10])=[O:5]

Participants

4

Reactant 1

HCID 68753418Tert-butyl 2-cyano-3-(4-methoxyphenyl)propanoate

Product 1

HCID 68749931HCID 68749931, compoundYield 98.9%

Reagents, catalysts & solvents 2

HCID 104730CobaltCatalystHCID 702EthanolSolvent

Procedure

A solution of tert-butyl 2-cyano-3-(4-methoxyphenyl)propanoate (50 mg, 0.191 mmol) in EtOH (4 ml) was hydrogenated with Raney-Cobalt at 50° C. (30 atm) for 2 hours. The reaction mixture was concentrated under reduced pressure to give tert-butyl 3-amino-2-(4-methoxybenzyl)propanoate (50.1 mg); Retention time=1.24 minutes (condition A); MS (m+1)=266.3.

Workup

  1. customfor 2 hours
  2. concentrationThe reaction mixture was concentrated under reduced pressure

Sources & evidence

ORD record
ord-029540e87aad467598f7e5d375c9c721
Source dataset
uspto-grants-2014_11
Patent number
US08877815B2

Reaction notes

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