Nitric Acid → 3-Nitro-4-chloro-benzoyl-propionic acid

HRID 1494

Reaction equation

HRID 1494 reaction equation
[Cl:1][C:2]1[CH:14]=[CH:13][C:5]([C:6]([CH:8]([CH3:12])[C:9]([OH:11])=[O:10])=[O:7])=[CH:4][CH:3]=1.[N+:15]([O-])([OH:17])=[O:16]>>[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([C:6]([CH:8]([CH3:12])[C:9]([OH:11])=[O:10])=[O:7])=[CH:13][C:14]=1[N+:15]([O-:17])=[O:16]

Participants

3

Reactant 2

HCID 944Nitric AcidHCID 189171154-Chlorobenzoylpropionic acid

Product 1

HCID 189171033-Nitro-4-chloro-benzoyl-propionic acid

Conditions

Temperature
0 °C

Procedure

To fuming nitric acid (150 ml) was added p-chlorobenzoylpropionic acid (20.0 g), slowly portionwise at 0° C. After the addition was completed the resulting mixture was stirred at 0° C. for 30 minutes and the resulting white solid was suction filtered and washed with water until the pH of the washing liquids was neutral, then dried to yield 3-(4-chloro-3-nitrobenzoyl)propionic add as a white solid (13.0 g).

Workup

  1. customslowly portionwise at 0° C
  2. additionAfter the addition
  3. filtrationthe resulting white solid was suction filtered
  4. washwashed with water until the pH of the washing liquids
  5. customdried
  6. customto yield 3-(4-chloro-3-nitrobenzoyl)propionic

Sources & evidence

ORD record
ord-853ac2ea43e24e448317811edbddc04c
Source dataset
uspto-grants-1998_03
Patent number
US05726162

Linked notes

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