Benzonitrile, 4-ethenyl-3-nitro- → HCID 45078934, compound

HRID 1893549Notes

Reaction equation

HRID 1893549 reaction equation
[N+:1]([C:4]1[CH:5]=[C:6]([CH:9]=[CH:10][C:11]=1[CH:12]=[CH2:13])[C:7]#[N:8])([O-])=O>C(O)C.[C].[Pd]>[NH2:1][C:4]1[CH:5]=[C:6]([CH:9]=[CH:10][C:11]=1[CH2:12][CH3:13])[C:7]#[N:8]

Participants

4

Reactant 1

HCID 11206062Benzonitrile, 4-ethenyl-3-nitro-

Product 1

HCID 45078934HCID 45078934, compoundYield 98%

Reagents, catalysts & solvents 2

HCID 178418390HCID 178418390, compoundCatalystHCID 702EthanolSolvent

Procedure

The compound (1.90 g, 10.9 mmol) obtained in step A was dissolved in ethanol (100 ml). Then, 10% palladium carbon (containing water) (1.93 g) was added, and the mixture was stirred at room temperature for 3 hr under a hydrogen atmosphere. The insoluble material was filtered off through celite, and the solution was concentrated under reduced pressure to give the title compound (1.56 g, yield 98%) as a pale-yellow solid.

Workup

  1. filtrationThe insoluble material was filtered off through celite
  2. concentrationthe solution was concentrated under reduced pressure

Sources & evidence

ORD record
ord-13cbf28bea834ed7adcac4000c8cb5e3
Source dataset
uspto-grants-2013_08
Patent number
US08513235B2

Reaction notes

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