Hydrochloric Acid → Ethyl 2-[4-(aminomethyl)phenyl]-2-methylpropanoate hydrochloride

HRID 64416Notes

Reaction equation

HRID 64416 reaction equation
[C:1]([C:3]1[CH:8]=[CH:7][C:6]([C:9]([CH3:16])([CH3:15])[C:10]([O:12][CH2:13][CH3:14])=[O:11])=[CH:5][CH:4]=1)#[N:2].[ClH:17]>C(O)C.[C].[Pd]>[ClH:17].[NH2:2][CH2:1][C:3]1[CH:4]=[CH:5][C:6]([C:9]([CH3:15])([CH3:16])[C:10]([O:12][CH2:13][CH3:14])=[O:11])=[CH:7][CH:8]=1

Participants

5

Reactant 2

HCID 313Hydrochloric AcidHCID 86713426Ethyl 2-(4-cyanophenyl)-2-methylpropanoate

Product 1

HCID 86713424Ethyl 2-[4-(aminomethyl)phenyl]-2-methylpropanoate hydrochloride

Reagents, catalysts & solvents 2

HCID 178418390HCID 178418390, compoundCatalystHCID 702EthanolSolvent

Procedure

To a solution of 280 mg of ethyl 2-(4-cyanophenyl)-2-methylpropanoate in 10 ml of ethanol were added 2 mL of 1 M hydrochloric acid and 120 mg of 10% palladium-carbon in this order, followed by stirring for 3 hours under a hydrogen atmosphere at 3 atm. The catalyst was removed by filtration, and the filtrate was concentrated under reduced pressure and dried to obtain 345 mg of, ethyl 2-[4-(aminomethyl)phenyl]-2-methylpropanoate hydrochloride.

Workup

  1. customThe catalyst was removed by filtration
  2. concentrationthe filtrate was concentrated under reduced pressure
  3. customdried

Sources & evidence

ORD record
ord-edc298c8e4c84cdcaea70e851e4e61f4
Source dataset
uspto-grants-2016_09
Patent number
US09447090B2

Reaction notes

Loading…