HCID 10813284, compound → HCID 10811859, compound

HRID 1439931Notes

Reaction equation

HRID 1439931 reaction equation
[CH3:1][C:2]1([CH3:32])[CH2:6][C:5]2[C:7]([CH3:31])=[C:8]([N+:28]([O-])=O)[C:9]([CH3:27])=[C:10]([NH:11][C:12](=[O:26])[C:13]([CH3:25])([CH3:24])[CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH3:23])[C:4]=2[O:3]1>C(O)C.[Pd]>[NH2:28][C:8]1[C:9]([CH3:27])=[C:10]([NH:11][C:12](=[O:26])[C:13]([CH3:25])([CH3:24])[CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH3:23])[C:4]2[O:3][C:2]([CH3:32])([CH3:1])[CH2:6][C:5]=2[C:7]=1[CH3:31]

Participants

4

Reactant 1

HCID 10813284HCID 10813284, compound

Product 1

HCID 10811859HCID 10811859, compoundYield 94%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

A 2.0 g amount of N-(2,2,4,6-tetramethyl-5-nitro-2,3-dihydrobenzofuran-7-yl)-2,2-dimethyldodecaneamide (485) was dissolved in 30 ml of ethanol, 600 mg of Pd-C (10%) was added thereto, and the mixture was subjected to hydrogenation at room temperature with vigorous stirring. After 24 hrs from the initiation of the hydrogenation, the reaction was completed. Pd-C was removed by filtration with Celite, and the solvent was removed by evaporation to provide 1.75 g of the intended title compound as a solid. The yield was 94%.

Workup

  1. customwas subjected to hydrogenation at room temperature with vigorous stirring
  2. customPd-C was removed by filtration with Celite
  3. customthe solvent was removed by evaporation

Sources & evidence

ORD record
ord-3085dbe421914c798a061c6521f885c2
Source dataset
uspto-grants-1996_03
Patent number
US05496853

Reaction notes

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