Nitric Acid → HCID 18351989, compound

HRID 1766192Notes

Reaction equation

HRID 1766192 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([C:8](=[O:14])[CH2:9][CH2:10][C:11]([OH:13])=[O:12])=[CH:4][CH:3]=1.[N+:15]([O-])([OH:17])=[O:16]>>[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([C:8](=[O:14])[CH2:9][CH2:10][C:11]([OH:13])=[O:12])=[CH:6][C:7]=1[N+:15]([O-:17])=[O:16]

Participants

3

Reactant 2

HCID 944Nitric AcidHCID 776043-(4-Chlorobenzoyl)propionic acid

Product 1

HCID 18351989HCID 18351989, compound

Procedure

While cooling externally with a mixture of ice and common salt, 21.3 g (0.1 mol) of 4-(4-chlorophenyl)-4-oxobutanoic acid were added batchwise to 100 ml of fuming nitric acid in such a way that the temperature of the mixture did not exceed 0° C. The mixture was stirred for another 1 hour at an internal temperature of between −5 and 0° C., then stirred into 1 l of ice water, after ½ hour the precipitate was collected on a filter, thoroughly washed with water until free from acid, and the crystalline product was dried in a circulating air dryer. 23.4 g (91% of theoretical) of pale yellow crystals were obtained.

Workup

  1. customdid not exceed 0° C
  2. customwas collected on a filter
  3. washthoroughly washed with water until free from acid
  4. customthe crystalline product was dried in a circulating air dryer
  5. custom23.4 g (91% of theoretical) of pale yellow crystals were obtained

Sources & evidence

ORD record
ord-ca93f96fc9a24373b060ff0f2843cd0f
Source dataset
uspto-grants-2007_06
Patent number
US07230001B1

Reaction notes

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