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

HRID 1278876Notes

Reaction equation

HRID 1278876 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-d08c3c8ac1f346e99070c217c29bce41
Source dataset
uspto-grants-2002_09
Patent number
US06444696B1

Reaction notes

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