Ethyl 2-(4-acetamidophenoxy)propanoate → Ethyl 2-(4-aminophenoxy)propanoate

HRID 2254347Notes

Reaction equation

HRID 2254347 reaction equation
C([NH:4][C:5]1[CH:18]=[CH:17][C:8]([O:9][CH:10]([CH3:16])[C:11]([O:13][CH2:14][CH3:15])=[O:12])=[CH:7][CH:6]=1)(=O)C>Cl.C(O)C>[NH2:4][C:5]1[CH:6]=[CH:7][C:8]([O:9][CH:10]([CH3:16])[C:11]([O:13][CH2:14][CH3:15])=[O:12])=[CH:17][CH:18]=1

Participants

4

Reactant 1

HCID 19745458Ethyl 2-(4-acetamidophenoxy)propanoate

Product 1

HCID 11138333Ethyl 2-(4-aminophenoxy)propanoateYield 95.6%

Reagents, catalysts & solvents 2

HCID 313Hydrochloric AcidCatalystHCID 702EthanolSolvent

Procedure

Ethyl 2-(4- acetamidophenoxy)propanoate (5.0 g, 2.0 mmol) is hydrolyzed by refluxing for 6 hours at 80° C. with ethanol (10 mL) and 3 drops of concentrated hydrochloric acid. The reaction is concentrated under reduced pressure to obtain ethyl 2-(4-aminophenoxy)propanoate (0.4 g) (yield 95%).

Workup

  1. concentrationThe reaction is concentrated under reduced pressure

Sources & evidence

ORD record
ord-d56645549a2a46569c382212b9382428
Source dataset
uspto-grants-1993_08
Patent number
US05235090

Reaction notes

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