Pyridine → HCID 78569128, compound

HRID 2120319Notes

Reaction equation

HRID 2120319 reaction equation
[N+:1]([C:4]1[CH:5]=[C:6]([CH:12]=[CH:13][CH:14]=1)[CH:7]=[CH:8][C:9](Cl)=[O:10])([O-:3])=[O:2].[N+:15]([C:18]1[CH:19]=[C:20]([OH:24])[CH:21]=[CH:22][CH:23]=1)([O-:17])=[O:16].N1C=CC=CC=1>CC(C)=O>[N+:15]([C:18]1[CH:19]=[C:20]([O:24][C:9](=[O:10])[CH:8]=[CH:7][C:6]2[CH:12]=[CH:13][CH:14]=[C:4]([N+:1]([O-:3])=[O:2])[CH:5]=2)[CH:21]=[CH:22][CH:23]=1)([O-:17])=[O:16]

Participants

5

Reactant 3

HCID 1049PyridineHCID 111373-NitrophenolHCID 53411291HCID 53411291, compound

Product 1

HCID 78569128HCID 78569128, compoundYield 90.2%

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent2×

Conditions

Temperature
50 °C

Procedure

64.5 g (0.3 mole) of 3-nitrocinnamoyl chloride and 300 g of acetone were placed in a reaction vessel and stirred at 50° C. under a nitrogen current. 41.73 g (0.3 mole) of 3-nitrophenol, 60 g of pyridine, and 300 g of acetone were added dropwise to the above reaction vessel using a dropping funnel. After the completion of the addition, the reaction mixtures were stirred under a nitrogen current for 2 hours. After the reaction, the solid obtained by concentrating the solution was washed by water and dried. 85 g of light yellow colored needle-like crystals ((3-nitrophenyl)-3-cinnamate) was yielded.

Workup

  1. additionAfter the completion of the addition
  2. customthe reaction mixtures
  3. stirringwere stirred under a nitrogen current for 2 hours
  4. customAfter the reaction
  5. customthe solid obtained
  6. concentrationby concentrating the solution
  7. washwas washed by water
  8. customdried

Sources & evidence

ORD record
ord-213c7955673a43eb9636cebfb8d197bc
Source dataset
uspto-grants-2004_02
Patent number
US06689899B2

Reaction notes

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