3-(2-Methyl-5-nitrophenyl)furan → HCID 60098266, compound

HRID 2070354Notes

Reaction equation

HRID 2070354 reaction equation
[CH3:1][C:2]1[CH:7]=[CH:6][C:5]([N+:8]([O-])=O)=[CH:4][C:3]=1[C:11]1[CH:15]=[CH:14][O:13][CH:12]=1>CO.[Pd]>[CH3:1][C:2]1[CH:7]=[CH:6][C:5]([NH2:8])=[CH:4][C:3]=1[CH:11]1[CH2:15][CH2:14][O:13][CH2:12]1

Participants

4

Reactant 1

HCID 600980813-(2-Methyl-5-nitrophenyl)furan

Product 1

HCID 60098266HCID 60098266, compoundYield 98%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

A suspension of 4-methyl-3-(3-furyl) nitrobenzene 1 (470 mg, 2.31 mmol) and 10% Pd/C (245 mg, 0.23 mmol) in methanol (10 mL) was placed under an H2 atmosphere and the resulting reaction was maintained overnight at rt. The reaction mixture was filtered through Celite and the remaining solids were washed with EtOAc. The combined organic portions were concentrated to provide 400 mg (2.26 mmol, 98%) of an amber residue as 2: LCMS m/z 178.2 (MH+), tR=1.53 min.

Workup

  1. customthe resulting reaction
  2. filtrationThe reaction mixture was filtered through Celite
  3. washthe remaining solids were washed with EtOAc
  4. concentrationThe combined organic portions were concentrated

Sources & evidence

ORD record
ord-cb4aa0a257354b09840f12d937ac2682
Source dataset
uspto-grants-2012_10
Patent number
US08299108B2

Reaction notes

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