1-(2-Ethoxy-4-nitrophenyl)-2-piperidinone → HCID 59586675, compound

HRID 218531Notes

Reaction equation

HRID 218531 reaction equation
[CH2:1]([O:3][C:4]1[CH:9]=[C:8]([N+:10]([O-])=O)[CH:7]=[CH:6][C:5]=1[N:13]1[CH2:18][CH2:17][CH2:16][CH2:15][C:14]1=[O:19])[CH3:2].[H][H]>C1COCC1.[Pd]>[NH2:10][C:8]1[CH:7]=[CH:6][C:5]([N:13]2[CH2:18][CH2:17][CH2:16][CH2:15][C:14]2=[O:19])=[C:4]([O:3][CH2:1][CH3:2])[CH:9]=1

Participants

5

Reactant 2

HCID 595867261-(2-Ethoxy-4-nitrophenyl)-2-piperidinoneHCID 178418361HCID 178418361, compound

Product 1

HCID 59586675HCID 59586675, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 8028TetrahydrofuranSolvent

Procedure

235 mg (0.889 mmol) of the product from example 90A are dissolved in 40 ml of THF and admixed with 50 mg of 10% palladium on activated carbon. Hydrogenation is effected in a hydrogen atmosphere under standard pressure overnight, then the mixture is filtered with suction through kieselguhr, washed three times with THF and concentrated cautiously under reduced pressure. This affords 262 mg of crude product, which is converted further without purification.

Workup

  1. filtrationthe mixture is filtered with suction through kieselguhr
  2. washwashed three times with THF
  3. concentrationconcentrated cautiously under reduced pressure
  4. customThis affords 262 mg of crude product, which is converted further without purification

Sources & evidence

ORD record
ord-47053602dd5a418fa447d7183d4fb3fd
Source dataset
uspto-grants-2012_06
Patent number
US08198267B2

Reaction notes

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