HCID 10236255, compound → HCID 10214389, compound

HRID 1865286Notes

Reaction equation

HRID 1865286 reaction equation
[NH2:1][CH:2]1[CH2:7][CH2:6][N:5](C(OCC2C=CC=CC=2)=O)[CH2:4][C:3]1([CH3:19])[CH3:18]>[Pd].CO>[NH2:1][CH:2]1[CH2:7][CH2:6][NH:5][CH2:4][C:3]1([CH3:19])[CH3:18]

Participants

4

Reactant 1

HCID 10236255HCID 10236255, compound

Product 1

HCID 10214389HCID 10214389, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Conditions

Temperature
30 °C

Procedure

A mixture of 10% palladium on carbon (7.5 g) and (−)-4-amino-1-benzyloxycarbonyl-3,3-dimethylpiperidine (cf. Preparation 19, Step 4, 50 g, 191.0 mmol) in methanol (500 ml) was stirred under hydrogen atmosphere (30 atm.) at 30° C. for 6 hr. The catalyst was filtered off, washed with 100 ml methanol and filtrate was concentrated to dryness to afford (−)-4-amino-3,3-dimethylpiperidine, which was further purified by vacuum distillation to give 16.8 (71%) titled compound.

Workup

  1. filtrationThe catalyst was filtered off
  2. washwashed with 100 ml methanol and filtrate
  3. concentrationwas concentrated to dryness

Sources & evidence

ORD record
ord-1c467935bd2942d2a5b633810c1ab98b
Source dataset
uspto-grants-2009_12
Patent number
US07626032B2

Reaction notes

Loading…