Potassium Hydroxide → 4-(N-Boc-amino)piperidine

HRID 2252285Notes

Reaction equation

HRID 2252285 reaction equation
[C:1]([O:5][C:6]([NH:8][CH:9]1[CH2:14][CH2:13][N:12](C(OCC)=O)[CH2:11][CH2:10]1)=[O:7])([CH3:4])([CH3:3])[CH3:2].[OH-].[K+]>O.C(O)C.[Cl-].[Na+]>[C:1]([O:5][C:6]([NH:8][CH:9]1[CH2:10][CH2:11][NH:12][CH2:13][CH2:14]1)=[O:7])([CH3:4])([CH3:2])[CH3:3]

Participants

6

Reactant 2

HCID 14797Potassium HydroxideHCID 58585359620619-26-3

Product 1

HCID 7238334-(N-Boc-amino)piperidine

Reagents, catalysts & solvents 3

HCID 702EthanolSolventHCID 962WaterSolventHCID 5234Sodium ChlorideSolvent

Procedure

19.91 g (0.073 mol) of the compound from Example 20A are added to a mixture of 32.33 g (0.576 mol) of KOH in 175 ml of water and 175 ml of ethanol and heated to reflux for 4 h. The reaction solution is then stirred at room temperature overnight, diluted with 350 ml of conc. sodium chloride solution and extracted four times with a total of 1500 ml of ethyl acetate. The organic extract is washed four times with 100 ml of sodium chloride solution each time, dried over sodium acetate, concentrated and dried under-high vacuum.

Workup

  1. temperatureheated
  2. temperatureto reflux for 4 h
  3. extractionextracted four times with a total of 1500 ml of ethyl acetate
  4. extractionThe organic extract
  5. washis washed four times with 100 ml of sodium chloride solution each time
  6. dry with materialdried over sodium acetate
  7. concentrationconcentrated

Sources & evidence

ORD record
ord-5fe2cd04eb234803a281b22585700c7d
Source dataset
uspto-grants-2008_01
Patent number
US07320977B2

Reaction notes

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