Chloroacetic Acid → Glycine, N-(3-hydroxyphenyl)-

HRID 2073414Notes

Reaction equation

HRID 2073414 reaction equation
Cl[CH2:2][C:3]([OH:5])=[O:4].[Li].O.[OH-].[Li+].[NH2:10][C:11]1[CH:12]=[C:13]([OH:17])[CH:14]=[CH:15][CH:16]=1.C(=O)([O-])[O-].[Na+].[Na+]>O>[OH:17][C:13]1[CH:12]=[C:11]([NH:10][CH2:2][C:3]([OH:5])=[O:4])[CH:16]=[CH:15][CH:14]=1

Participants

7

Reactant 5

HCID 300Chloroacetic AcidHCID 10340Sodium CarbonateHCID 115683-AminophenolHCID 168937Lithium hydroxide, monohydrateHCID 3028194Lithium

Product 1

HCID 5318318Glycine, N-(3-hydroxyphenyl)-

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Conditions

Temperature
90 °C

Procedure

9.2 g of monochloroacetic acid are introduced into 40 ml of water and converted into the lithium salt with 4.1 g of lithium hydroxide monohydrate. 10.4 g of 3-aminophenol are then added and the mixture is stirred at 90° C. for 2 hours. It is then cooled to 20° C. and brought to pH 7 with sodium carbonate.

Workup

  1. temperatureIt is then cooled to 20° C.

Sources & evidence

ORD record
ord-1d45e455a716486db05363252e164d61
Source dataset
uspto-grants-1990_04
Patent number
US04917731

Reaction notes

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