3-(3-Amino-4-chlorobenzoyl)propionic acid → 3-(4-Chloro-3-hydroxybenzoyl)propionic acid

HRID 2082819Notes

Reaction equation

HRID 2082819 reaction equation
N[C:2]1[CH:3]=[C:4]([CH:12]=[CH:13][C:14]=1[Cl:15])[C:5]([CH2:7][CH2:8][C:9]([OH:11])=[O:10])=[O:6].N([O-])=[O:17].[Na+]>S(=O)(=O)(O)O>[Cl:15][C:14]1[CH:13]=[CH:12][C:4]([C:5]([CH2:7][CH2:8][C:9]([OH:11])=[O:10])=[O:6])=[CH:3][C:2]=1[OH:17]

Participants

4

Reactant 2

HCID 142568023-(3-Amino-4-chlorobenzoyl)propionic acidHCID 23668193Sodium Nitrite

Product 1

HCID 203607373-(4-Chloro-3-hydroxybenzoyl)propionic acid

Reagents, catalysts & solvents 1

HCID 1118Sulfuric AcidSolvent2×

Procedure

3-(3-amino-4-chlorobenzoyl)propionic acid was diagotised in sulphuric acid solution with sodium nitrite and the diazonium salt solution was added dropwise to boiling aqueous sulphuric acid to give 3-(4-chloro-3-hydroxybenzoyl)propionic acid.

Sources & evidence

ORD record
ord-29219bd9ba014cc381d11e2c1dd87ee8
Source dataset
uspto-grants-1978_04
Patent number
US04082843

Reaction notes

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