Nitric Acid → HCID 20360787, compound

HRID 2082823Notes

Reaction equation

HRID 2082823 reaction equation
[OH:1][C:2]1[CH:3]=[C:4]([CH:12]=[CH:13][CH:14]=1)[C:5]([CH2:7][CH2:8][C:9]([OH:11])=[O:10])=[O:6].[N+:15]([O-])([OH:17])=[O:16]>>[OH:1][C:2]1[CH:3]=[C:4]([CH:12]=[CH:13][C:14]=1[N+:15]([O-:17])=[O:16])[C:5]([CH2:7][CH2:8][C:9]([OH:11])=[O:10])=[O:6]

Participants

3

Reactant 2

HCID 944Nitric AcidHCID 2703964-(3-Hydroxyphenyl)-4-oxobutanoic acid

Product 1

HCID 20360787HCID 20360787, compound

Procedure

3-(3-Hydroxybenzoyl)propionic acid was added in portions to well stirred fuming nitric acid at -15° C. The resultant mixture was stirred a further 10 minutes in the cold then poured into ice-water. The crude product was triturated with methanol to give 3-(3-hydroxy-4-nitrobenzoyl)propionic acid, which after recrystallisation from water had m.p. 158° - 160.3° C (Found: C, 50.25; H, 3.75; N, 5.88; M+, 239 C10H9NO6 requires: C, 50.21; H, 3.79; N, 5.86%; M, 239)

Workup

  1. customThe crude product was triturated with methanol

Sources & evidence

ORD record
ord-494e5732f498415ebdff14c956876c20
Source dataset
uspto-grants-1978_04
Patent number
US04082843

Reaction notes

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