Diethyl methyl(4-nitrophenyl)propanedioate → HCID 12370795, compound

HRID 573778Notes

Reaction equation

HRID 573778 reaction equation
[CH3:1][C:2]([C:13]1[CH:18]=[CH:17][C:16]([N+:19]([O-])=O)=[CH:15][CH:14]=1)([C:8]([O:10][CH2:11][CH3:12])=[O:9])[C:3]([O:5][CH2:6][CH3:7])=[O:4]>CO.[Pd]>[NH2:19][C:16]1[CH:17]=[CH:18][C:13]([C:2]([CH3:1])([C:3]([O:5][CH2:6][CH3:7])=[O:4])[C:8]([O:10][CH2:11][CH3:12])=[O:9])=[CH:14][CH:15]=1

Participants

4

Reactant 1

HCID 12380744Diethyl methyl(4-nitrophenyl)propanedioate

Product 1

HCID 12370795HCID 12370795, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

To a solution of 4.98 g Diethyl 2-methyl-2-(4-nitrophenyl)malonate in 70 ml methanol are added 896 mg of 10% palladium on charcoal. The mixture is hydrogenated at 2 bar for 3 hours. After filtration the solvent is evaporated in vacuo and the residue is chromatographed on silica gel (cyclohexane/ethylacetate 90:10 to 50:50).

Workup

  1. filtrationAfter filtration the solvent
  2. customis evaporated in vacuo
  3. customthe residue is chromatographed on silica gel (cyclohexane/ethylacetate 90:10 to 50:50)

Sources & evidence

ORD record
ord-cbaa9f64a1554666b60f7b93d1ca5659
Source dataset
uspto-grants-2015_05
Patent number
US09029544B2

Reaction notes

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