Methyl 2-[2-(dimethylamino)ethoxy]benzoate → 2-(2-Dimethylamino-ethoxy)-benzoic acid

HRID 650989Notes

Reaction equation

HRID 650989 reaction equation
[CH3:1][N:2]([CH2:4][CH2:5][O:6][C:7]1[CH:16]=[CH:15][CH:14]=[CH:13][C:8]=1[C:9]([O:11]C)=[O:10])[CH3:3]>Cl>[CH3:3][N:2]([CH2:4][CH2:5][O:6][C:7]1[CH:16]=[CH:15][CH:14]=[CH:13][C:8]=1[C:9]([OH:11])=[O:10])[CH3:1]

Participants

3

Reactant 1

HCID 15390903Methyl 2-[2-(dimethylamino)ethoxy]benzoate

Product 1

HCID 64846592-(2-Dimethylamino-ethoxy)-benzoic acid

Reagents, catalysts & solvents 1

HCID 313Hydrochloric AcidSolvent

Procedure

4.4 g of methyl 2-[2-(N,N-dimethylamino)ethyl]oxy-benzoate are heated in the microwave for 15 minutes at 300 W with 30 ml of 5N hydrochloric acid. The mixture is extracted with ethyl acetate, the aqueous phase is concentrated by evaporation and recrystallised from acetonitrile/ether. Yield: 4.2 g (86% of theory).

Workup

  1. extractionThe mixture is extracted with ethyl acetate
  2. concentrationthe aqueous phase is concentrated by evaporation
  3. customrecrystallised from acetonitrile/ether

Sources & evidence

ORD record
ord-255bebdb22d24c1199dd173a72b94a50
Source dataset
uspto-grants-2001_08
Patent number
US06277872B1

Reaction notes

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