Catechol → (3,4-Dihydroxyphenyl)glycine

HRID 46945Notes

Reaction equation

HRID 46945 reaction equation
[C:1]([O-:5])(=[O:4])[CH:2]=O.[Na+].C([O-])(=O)C.[NH4+:11].[C:12]1([C:14](=[CH:16][CH:17]=[CH:18][CH:19]=1)[OH:15])[OH:13]>O>[OH:13][C:12]1[CH:19]=[C:18]([NH:11][CH2:2][C:1]([OH:5])=[O:4])[CH:17]=[CH:16][C:14]=1[OH:15]

Participants

5

Reactant 3

HCID 289CatecholHCID 517165Ammonium AcetateHCID 23662273Sodium glyoxylate

Product 1

HCID 18793966(3,4-Dihydroxyphenyl)glycine

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

36.9 g of sodium glyoxylate, 75 g of ammonium acetate, 72 g of catechol and 130 ml of water are treated in the same manner as described in Example 1. 11.0 g of DL-(3,4-dihydroxyphenyl)glycine are thereby obtained as crystals. Yield: 18.5 g M.p. 185°-188° C. (decomp.).

Sources & evidence

ORD record
ord-6587182143ed48e19ab70ccb5a8fd31b
Source dataset
uspto-grants-1979_11
Patent number
US04175206

Reaction notes

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