Tetrahydrofuran → HCID 82230217, compound

HRID 1428173Notes

Reaction equation

HRID 1428173 reaction equation
[CH3:1][C:2]1[O:3][C:4](/[CH:7]=[CH:8]/[C:9]2[CH:14]=[CH:13][C:12]([N+:15]([O-])=O)=[CH:11][CH:10]=2)=[N:5][N:6]=1.O1CCCC1>[C].[Pd].CO>[CH3:1][C:2]1[O:3][C:4]([CH2:7][CH2:8][C:9]2[CH:14]=[CH:13][C:12]([NH2:15])=[CH:11][CH:10]=2)=[N:5][N:6]=1

Participants

5

Reactant 2

HCID 8028TetrahydrofuranHCID 86682822HCID 86682822, compound

Product 1

HCID 82230217HCID 82230217, compoundYield 102.8%

Reagents, catalysts & solvents 2

HCID 178418390HCID 178418390, compoundCatalystHCID 887MethanolSolvent

Procedure

To a mixture of 2-methyl-5-[(E)-2-(4-nitrophenyl)ethenyl]-1,3,4-oxadiazole (2.00 g), tetrahydrofuran (75 mL) and methanol (75 mL) was added palladium-carbon (Pd: 10%, 50% in water, 200 mg), and the mixture was stirred under a hydrogen atmosphere at room temperature for 6 hr. The reaction mixture was filtered, and the filtrate was concentrated under reduced pressure to give the title compound (1.807 g).

Workup

  1. filtrationThe reaction mixture was filtered
  2. concentrationthe filtrate was concentrated under reduced pressure

Sources & evidence

ORD record
ord-90f55b3125554750b52c0bc88478e80b
Source dataset
uspto-grants-2015_01
Patent number
US08937055B2

Reaction notes

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