Water → HCID 67158263, compound

HRID 2371116Notes

Reaction equation

HRID 2371116 reaction equation
O.[C:2]1([CH:8]([N:10]2[CH2:15][CH2:14][CH2:13][C@H:12]([CH2:16][N:17]3[CH2:22][CH2:21][N:20](C(OCC4C=CC=CC=4)=O)[CH2:19][CH2:18]3)[CH2:11]2)[CH3:9])[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1>[Pd].C(O)C>[C:2]1([CH:8]([N:10]2[CH2:15][CH2:14][CH2:13][C@H:12]([CH2:16][N:17]3[CH2:22][CH2:21][NH:20][CH2:19][CH2:18]3)[CH2:11]2)[CH3:9])[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

5

Reactant 2

HCID 962WaterHCID 67158984HCID 67158984, compound

Product 1

HCID 67158263HCID 67158263, compoundYield 100.3%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

Water (5 ml), 10% palladium on carbon (900 mg) and ethanol (50 ml) were added to benzyl 4-{[(3R)-1-phenylethylpiperidin-3-yl]methyl}piperazine-1-carboxylate (950 mg) under an argon atmosphere. The mixture was stirred overnight under a hydrogen filled balloon. The catalyst was remove by filtration through celite and the filtrate concentrated in vacuo and azeotroped once with toluene to give 1-{[(3R)-1-phenylethylpiperidin-3-yl]methyl}piperazine as a yellow oil (650 mg).

Workup

  1. customThe catalyst was remove by filtration through celite
  2. concentrationthe filtrate concentrated in vacuo
  3. customazeotroped once with toluene

Sources & evidence

ORD record
ord-9793f1e16ab44c979d2cc5499567541f
Source dataset
uspto-grants-2014_04
Patent number
US08710224B2

Reaction notes

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