Water → (1-Ethylpiperidin-3-yl)methanol

HRID 2403784Notes

Reaction equation

HRID 2403784 reaction equation
[NH:1]1[CH2:6][CH2:5][CH2:4][CH:3]([CH2:7][OH:8])[CH2:2]1.C(=O)([O-])[O-].[K+].[K+].I[CH2:16][CH3:17].O>CN(C)C=O>[CH2:16]([N:1]1[CH2:6][CH2:5][CH2:4][CH:3]([CH2:7][OH:8])[CH2:2]1)[CH3:17]

Participants

6

Reactant 4

HCID 962WaterHCID 6340IodoethaneHCID 11430Potassium CarbonateHCID 107308Piperidin-3-ylmethanol

Product 1

HCID 20439432(1-Ethylpiperidin-3-yl)methanol

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

To a stirring mixture of 3-piperidinemethanol (2 g) and potassium carbonate (6 g) in dry N,N-dimethylformamide (15 ml) was added iodoethane (1.53 ml). The reaction became warm and was cooled back to ambient temperature using a cold water bath. After 2 hours, the solvent was stripped, the residue treated with water and extracted three times with ethyl acetate. The combined extracts were washed with water then brine, dried by passing through a phase separation cartridge and evaporated to give the title compound as a clear oil, yield 1.53 g, 61%.

Workup

  1. temperatureThe reaction became warm
  2. extractionextracted three times with ethyl acetate
  3. washThe combined extracts were washed with water
  4. dry with materialbrine, dried
  5. customby passing through a phase separation cartridge
  6. customevaporated

Sources & evidence

ORD record
ord-b2463665618340209b57322d614e3def
Source dataset
uspto-grants-2014_08
Patent number
US08802684B2

Reaction notes

Loading…