benzyl (2R)-5-methoxy-2-methylpiperidine-1-carboxylate → (2R)-5-methoxy-2-methylpiperidine

HRID 1852756Notes

Reaction equation

HRID 1852756 reaction equation
[CH3:1][O:2][CH:3]1[CH2:8][N:7](C(OCC2C=CC=CC=2)=O)[C@H:6]([CH3:19])[CH2:5][CH2:4]1.[H][H]>C(OCC)(=O)C.[Pd]>[CH3:1][O:2][CH:3]1[CH2:8][NH:7][C@H:6]([CH3:19])[CH2:5][CH2:4]1

Participants

5

Reactant 2

HCID 86724501benzyl (2R)-5-methoxy-2-methylpiperidine-1-carboxylateHCID 178418361HCID 178418361, compound

Product 1

HCID 86724502(2R)-5-methoxy-2-methylpiperidine

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 8857Ethyl AcetateSolvent

Procedure

To benzyl (2R)-5-methoxy-2-methylpiperidine-1-carboxylate (345 mg, 1.31 mmol) dissolved in ethyl acetate (6.5 mL) was added palladium on carbon (139 mg, 0.13 mmol). Hydrogen gas was added via balloon, and the reaction was stirred at room temperature for 3 hours. The mixture was filtered over celite and concentrated under reduced pressure to afford (2R)-5-methoxy-2-methylpiperidine.

Workup

  1. filtrationThe mixture was filtered over celite and
  2. concentrationconcentrated under reduced pressure

Sources & evidence

ORD record
ord-7aa14cb2067c4126ab02ed7cee83726a
Source dataset
uspto-grants-2015_02
Patent number
US08962611B2

Reaction notes

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