Ethyl 4-styrylpiperidine-1carboxylate → Ethyl 4-(2-phenylethyl)piperidine-1-carboxylate

HRID 704385Notes

Reaction equation

HRID 704385 reaction equation
[CH:1]([CH:9]1[CH2:14][CH2:13][N:12]([C:15]([O:17][CH2:18][CH3:19])=[O:16])[CH2:11][CH2:10]1)=[CH:2][C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][CH:4]=1>C(OCC)(=O)C.[Pd]>[C:3]1([CH2:2][CH2:1][CH:9]2[CH2:10][CH2:11][N:12]([C:15]([O:17][CH2:18][CH3:19])=[O:16])[CH2:13][CH2:14]2)[CH:8]=[CH:7][CH:6]=[CH:5][CH:4]=1

Participants

4

Reactant 1

HCID 54197084Ethyl 4-styrylpiperidine-1carboxylate

Product 1

HCID 20074040Ethyl 4-(2-phenylethyl)piperidine-1-carboxylateYield 99.2%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 8857Ethyl AcetateSolvent

Procedure

A mixture of 0.80 g of ethyl 4-styrylpiperidine-1carboxylate and 80 mg of 10% palladium-on-carbon in ethyl acetate (40 ml) was subjected to catalytic reduction at room temperature until stopping of hydrogen absorption. The catalyst was filtered off, and the filtrate was concentrated under reduced pressure to give 0.80 g of ethyl 4-(2-phenylethyl)piperidine-1-carboxylate.

Workup

  1. customwas subjected to catalytic reduction at room temperature
  2. customuntil stopping of hydrogen absorption
  3. filtrationThe catalyst was filtered off
  4. concentrationthe filtrate was concentrated under reduced pressure

Sources & evidence

ORD record
ord-72ab2d8da791486eb82bc898cecd4a57
Source dataset
uspto-grants-1991_01
Patent number
US04987132

Reaction notes

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