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

HRID 843075Notes

Reaction equation

HRID 843075 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-8c1aed4eaf224a2288d4973f6be96751
Source dataset
uspto-grants-2002_04
Patent number
US06376527B1

Reaction notes

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