Nitric Acid → HCID 54388458, compound

HRID 343951

Reaction equation

HRID 343951 reaction equation
[NH2:1][CH:2]([C:6]1[CH:11]=[C:10]([OH:12])[CH:9]=[C:8]([OH:13])[CH:7]=1)[C:3]([OH:5])=[O:4].[N+:14]([O-])([OH:16])=[O:15].[OH-].[Na+]>O>[NH2:1][CH:2]([C:6]1[CH:7]=[C:8]([OH:13])[CH:9]=[C:10]([OH:12])[C:11]=1[N+:14]([O-:16])=[O:15])[C:3]([OH:5])=[O:4]

Participants

5

Reactant 3

HCID 944Nitric AcidHCID 14798Sodium HydroxideHCID 1080013,5-Dihydroxyphenylglycine

Product 1

HCID 54388458HCID 54388458, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Conditions

Temperature
-10 °C

Procedure

2-Amino-2-(3,5-dihydroxyphenyl)-acetic acid (183 mg, 1 mmol) was added portionwise to stirred 5.5M nitric acid (2.5 ml, 15 mmol), which has been cooled to -10° C. in an ice/salt bath. The resulting brown solution was diluted with water (2 ml), neutralised with 2M sodium hydroxide, and purified by cationic exchange chromatography (as in Example 14) to give the title compound as a fluffy yellow solid, m.p. >280° C.

Workup

  1. custompurified by cationic exchange chromatography (as in Example 14)

Sources & evidence

ORD record
ord-d8b3701b5ba949b5bff96f29c7dfe01c
Source dataset
uspto-grants-1999_01
Patent number
US05863947

Linked notes

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