Water → HCID 20446144, compound

HRID 2418351Notes

Reaction equation

HRID 2418351 reaction equation
[NH2:1][C:2]1[C:7]([O:8][C:9]2[CH:14]=[CH:13][CH:12]=[CH:11][C:10]=2[CH3:15])=[CH:6][CH:5]=[CH:4][C:3]=1[CH2:16][C:17]([O:19]CC)=[O:18].[OH-].[Na+].O>O1CCOCC1>[NH2:1][C:2]1[C:7]([O:8][C:9]2[CH:14]=[CH:13][CH:12]=[CH:11][C:10]=2[CH3:15])=[CH:6][CH:5]=[CH:4][C:3]=1[CH2:16][C:17]([OH:19])=[O:18]

Participants

5

Reactant 3

HCID 962WaterHCID 14798Sodium HydroxideHCID 20446263HCID 20446263, compound

Product 1

HCID 20446144HCID 20446144, compoundYield 71.6%

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

A mixture of ethyl 2-[2-amino-3-(o-tolyloxy)phenyl]acetate (3.1 g.), sodium hydroxide (0.9 g.), water (20 ml.) and dioxane (20 ml.) was treated in a similar manner to that of Example 2-(2) to give crystals of 2-[2-amino-3-(o-tolyloxy)phenyl]acetic acid (2.0 g.). Thus obtained compound was dissolved in a solution of sodium bicarbonate (0.343 g.) in water (50 ml.) under heating and filtered. The filtrate was lyophilized to give sodium 2-[2-amino-3-(o-tolyloxy)phenyl]acetate (1.1 g.). mp >150° C.

Workup

  1. additionwas treated in a similar manner to that of Example 2-(2)

Sources & evidence

ORD record
ord-92a0837c205442d9a89216f879aa5459
Source dataset
uspto-grants-1984_09
Patent number
US04472433

Reaction notes

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