HCID 59444124, compound → HCID 59444105, compound

HRID 1968994Notes

Reaction equation

HRID 1968994 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-6cc1c008dfff4ce59f44f61f3d6a4a96
Source dataset
uspto-grants-2013_04
Patent number
US08426443B2

Reaction notes

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