Hydrochloric Acid → Methyl 4-(2-aminoethoxy)benzoate

HRID 1699026Notes

Reaction equation

HRID 1699026 reaction equation
[CH3:1][O:2][C:3](=[O:20])[C:4]1[CH:9]=[CH:8][C:7]([O:10][CH2:11][CH2:12][NH:13]C(=O)C(C)(C)C)=[CH:6][CH:5]=1.Cl>CCO>[CH3:1][O:2][C:3](=[O:20])[C:4]1[CH:5]=[CH:6][C:7]([O:10][CH2:11][CH2:12][NH2:13])=[CH:8][CH:9]=1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 538869664-[2-(2,2-Dimethyl-propionylamino)ethoxy]-benzoic acid methyl ester

Product 1

HCID 14097616Methyl 4-(2-aminoethoxy)benzoateYield 108.7%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

To a solution of 4-[2-(2,2-dimethyl-propionylamino)-ethoxy]-benzoic acid methyl ester (350 mg) in EtOH (6 mL) at 0° C. was added concentrated HCl (3 mL). The solution was warmed to room temperature and was concentrated in vacuo to provide the hydrochloride salt of 4-(2-amino-ethoxy)-benzoic acid methyl ester (266 mg) as a white solid which was used in the next step without further purification.

Workup

  1. concentrationwas concentrated in vacuo

Sources & evidence

ORD record
ord-4490e7fc7cd14fe3a6d7cbd0f1782c5c
Source dataset
uspto-grants-2002_02
Patent number
US06344485B1

Reaction notes

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