Nitric Acid → 3-(3-Nitrophenyl)-3-oxopropanenitrile

HRID 489845Notes

Reaction equation

HRID 489845 reaction equation
[C:1]([CH2:9][C:10]#[N:11])(=[O:8])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[N+:12]([O-])([OH:14])=[O:13]>>[N+:12]([C:4]1[CH:3]=[C:2]([CH:7]=[CH:6][CH:5]=1)[C:1]([CH2:9][C:10]#[N:11])=[O:8])([O-:14])=[O:13]

Participants

3

Reactant 2

HCID 944Nitric AcidHCID 64799Benzoylacetonitrile

Product 1

HCID 123827443-(3-Nitrophenyl)-3-oxopropanenitrile

Procedure

Benzoylacetonitrile (14.5 g, 10 mmol) was added to cold fuming nitric acid (50 ml) portionwise over 10 min. The reaction mixture was stirred for 15 min., and then poured into ice. The solid was filtered off and recrystallised from ethanol to give 2-(3-nitrobenzoyl)acetonitrile (5.4 g) as a brown solid.

Workup

  1. additionpoured into ice
  2. filtrationThe solid was filtered off
  3. customrecrystallised from ethanol

Sources & evidence

ORD record
ord-a94863b0d0e845efaa91d517a3a9c52a
Source dataset
uspto-grants-2005_12
Patent number
US06979693B2

Reaction notes

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