Diethyl Ether → HCID 58608991, compound

HRID 900635Notes

Reaction equation

HRID 900635 reaction equation
[N+:1]([C:4]1[CH:9]=[CH:8][C:7]([CH:10]=[CH:11][C:12]2[CH:17]=[CH:16][C:15]([CH3:18])=[CH:14][CH:13]=2)=[C:6]([N+:19]([O-])=O)[CH:5]=1)([O-])=O.[H][H].CCOCC>C(O)C.[Pd]>[NH2:1][C:4]1[CH:9]=[CH:8][C:7]([CH2:10][CH2:11][C:12]2[CH:17]=[CH:16][C:15]([CH3:18])=[CH:14][CH:13]=2)=[C:6]([NH2:19])[CH:5]=1

Participants

6

Reactant 3

HCID 3283Diethyl EtherHCID 85433015HCID 85433015, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 58608991HCID 58608991, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

1.4 g of 1,3-dinitro-4-[2-(4-methylphenyl)ethenyl]benzene prepared as described by S. Saravanan and P. Srinivasan, Synth. Commun. 31(6), pages 823-826 (2001) was dissolved in 50 mL of ethanol and hydrogenated using 0.2 g of Pd/C 10% for 4 hours at 8 bar of hydrogen pressure. The catalyst was then filtered off, and the filtrate was evaporated to dryness. This gave a brownish oil which upon addition of 10 mL of ether crystallized. Yield: 1.1 g of yellowish oil.

Workup

  1. customfor 4 hours
  2. filtrationThe catalyst was then filtered off
  3. customthe filtrate was evaporated to dryness
  4. customThis gave a brownish oil which
  5. customcrystallized

Sources & evidence

ORD record
ord-80a6b1d52f3a4caaaaf2af18c0e887f0
Source dataset
uspto-grants-2008_04
Patent number
US07361198B2

Reaction notes

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