HCID 70224837, compound → tert-Butyl methyl 2-[4-[2-(5-methyl-2-phenyl-4-oxazolyl)ethoxy]benzyl]malonate

HRID 1532745Notes

Reaction equation

HRID 1532745 reaction equation
[CH3:1][C:2]1[O:6][C:5]([C:7]2[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=2)=[N:4][C:3]=1[CH2:13][CH2:14][O:15][C:16]1[CH:34]=[CH:33][C:19]([CH:20]=[C:21]([C:29]([O:31][CH3:32])=[O:30])[C:22]([O:24][C:25]([CH3:28])([CH3:27])[CH3:26])=[O:23])=[CH:18][CH:17]=1>O1CCCC1.[C].[Pd]>[CH3:1][C:2]1[O:6][C:5]([C:7]2[CH:8]=[CH:9][CH:10]=[CH:11][CH:12]=2)=[N:4][C:3]=1[CH2:13][CH2:14][O:15][C:16]1[CH:17]=[CH:18][C:19]([CH2:20][CH:21]([C:29]([O:31][CH3:32])=[O:30])[C:22]([O:24][C:25]([CH3:28])([CH3:26])[CH3:27])=[O:23])=[CH:33][CH:34]=1

Participants

4

Reactant 1

HCID 70224837HCID 70224837, compound

Product 1

HCID 70222856tert-Butyl methyl 2-[4-[2-(5-methyl-2-phenyl-4-oxazolyl)ethoxy]benzyl]malonate

Reagents, catalysts & solvents 2

HCID 178418390HCID 178418390, compoundCatalystHCID 8028TetrahydrofuranSolvent

Procedure

To a suspension of 10% palladium carbon (1.1 g) in tetrahydrofuran (4.0 ml) was added a mixed solution of tert-butyl methyl 2-[4-[2-(5-methyl-2-phenyl-4-oxazolyl)ethoxy]benzylidene]malonate in methanoltetrahydrofuran (2:1, 36.0 ml), and the mixture was stirred at room temperature for 14 hr under hydrogen pressurization (3 atm). After completion of the reaction, the palladium carbon catalyst was filtered through celite and the filtrate was concentrated under reduced pressure to give the title compound (5.4 g, quant) as a yellow oil.

Workup

  1. customAfter completion of the reaction
  2. filtrationthe palladium carbon catalyst was filtered through celite
  3. concentrationthe filtrate was concentrated under reduced pressure

Sources & evidence

ORD record
ord-b58f65e059844896bae1296954b76a86
Source dataset
uspto-grants-2001_03
Patent number
US06204277B1

Reaction notes

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