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

HRID 429370Notes

Reaction equation

HRID 429370 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-77f96b1bd8dc4b4399f7fd70a3f7d0aa
Source dataset
uspto-grants-2001_11
Patent number
US06316466B1

Reaction notes

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