HCID 59444124, compound → HCID 59444105, compound

HRID 2060040Notes

Reaction equation

HRID 2060040 reaction equation
[CH3:1][O:2][CH2:3][C:4]1[CH:9]=[CH:8][C:7]([CH:10]([C:18]([O:20][C:21]([CH3:24])([CH3:23])[CH3:22])=[O:19])[C:11]([O:13][C:14]([CH3:17])([CH3:16])[CH3:15])=[O:12])=[C:6]([N+:25]([O-])=O)[CH:5]=1>[Pd].C(O)C>[NH2:25][C:6]1[CH:5]=[C:4]([CH2:3][O:2][CH3:1])[CH:9]=[CH:8][C:7]=1[CH:10]([C:11]([O:13][C:14]([CH3:17])([CH3:16])[CH3:15])=[O:12])[C:18]([O:20][C:21]([CH3:22])([CH3:23])[CH3:24])=[O:19]

Participants

4

Reactant 1

HCID 59444124HCID 59444124, compound

Product 1

HCID 59444105HCID 59444105, compoundYield 96%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

A mixture of bis(1,1-dimethylethyl) {4-[(methyloxy)methyl]-2-nitrophenyl}propanedioate (D123) (1.30 g, 3.41 mmol) and palladium on carbon (0.181 g, 0.170 mmol) in ethanol (30 mL) was stirred under hydrogen at atmospheric pressure for 16 hr. The catalyst was removed by filtration through celite and the filtrate concentrated to dryness under vacuum to afford the crude title compound as a thick yellow oil 1.15 g, 96%.

Workup

  1. customThe catalyst was removed by filtration through celite
  2. concentrationthe filtrate concentrated to dryness under vacuum

Sources & evidence

ORD record
ord-3db66cf30f15413495e00e2590391c67
Source dataset
uspto-grants-2012_10
Patent number
US08278328B2

Reaction notes

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