Water → ethyl [(3-methylphenyl)amino]acetate

HRID 1531935Notes

Reaction equation

HRID 1531935 reaction equation
[NH2:1][C:2]1[CH:7]=[CH:6][CH:5]=[C:4]([CH3:8])[CH:3]=1.Br[CH2:10][C:11]([O:13][CH2:14][CH3:15])=[O:12].C([O-])(=O)C.[Na+].O>C(O)C>[CH3:8][C:4]1[CH:3]=[C:2]([NH:1][CH2:10][C:11]([O:13][CH2:14][CH3:15])=[O:12])[CH:7]=[CH:6][CH:5]=1

Participants

6

Reactant 4

HCID 962WaterHCID 7748Ethyl bromoacetateHCID 7934m-ToluidineHCID 517045Sodium Acetate

Product 1

HCID 302673ethyl [(3-methylphenyl)amino]acetate

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A mixture of m-toluidine (10 g), ethyl bromoacetate (10.3 ml), sodium acetate (7.6 g) and water (5 ml in ethanol (50 ml) was stirred at room temperature overnight. The product was filtered off as the hydrobromide salt. Yield 11.6 g.

Workup

  1. filtrationThe product was filtered off as the hydrobromide salt

Sources & evidence

ORD record
ord-6eb12d9201444b9f8b355a6b4cec8132
Source dataset
uspto-grants-2001_03
Patent number
US06200981B1

Reaction notes

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