1-Tert.butoxycarbonyl-4-[4-(2-oxazolin-2-yl)benzylidene]piperidine → 1-Tert.butoxycarbonyl-4-[4-(2-oxazolin-2-yl)benzyl]piperidine

HRID 129084Notes

Reaction equation

HRID 129084 reaction equation
[C:1]([O:5][C:6]([N:8]1[CH2:13][CH2:12][C:11](=[CH:14][C:15]2[CH:20]=[CH:19][C:18]([C:21]3[O:22][CH2:23][CH2:24][N:25]=3)=[CH:17][CH:16]=2)[CH2:10][CH2:9]1)=[O:7])([CH3:4])([CH3:3])[CH3:2].[H][H]>C(O)C.C(OCC)(=O)C.[C].[Pd]>[C:1]([O:5][C:6]([N:8]1[CH2:9][CH2:10][CH:11]([CH2:14][C:15]2[CH:16]=[CH:17][C:18]([C:21]3[O:22][CH2:23][CH2:24][N:25]=3)=[CH:19][CH:20]=2)[CH2:12][CH2:13]1)=[O:7])([CH3:4])([CH3:2])[CH3:3]

Participants

6

Reactant 2

HCID 193726661-Tert.butoxycarbonyl-4-[4-(2-oxazolin-2-yl)benzylidene]piperidineHCID 178418361HCID 178418361, compound

Product 1

HCID 572576871-Tert.butoxycarbonyl-4-[4-(2-oxazolin-2-yl)benzyl]piperidine

Reagents, catalysts & solvents 3

HCID 178418390HCID 178418390, compoundCatalystHCID 702EthanolSolventHCID 8857Ethyl AcetateSolvent

Procedure

2.4 g (7 mmool) of 1-tert.butoxycarbonyl-4-[4-(2-oxazolin-2-yl)benzylidene]piperidine, dissolved in 70 ml of anhydrous ethanol and 20 ml of ethyl acetate, are catalytically hydrogenated (ambient temperature, 20 minutes, hydrogen pressure 50 psi) in the presence of 2.5 g of palladium-carbon (10%). The catalyst is suction-filtered, the filtrate is evaporated down and the residue is reacted further without purification.

Workup

  1. filtrationThe catalyst is suction-filtered
  2. customthe filtrate is evaporated down
  3. customthe residue is reacted further without purification

Sources & evidence

ORD record
ord-57e22a9df6d9489cbc5b5db2a5f43a60
Source dataset
uspto-grants-1995_11
Patent number
US05466687

Reaction notes

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