Iodoethane → HCID 21702781, compound

HRID 1044859Notes

Reaction equation

HRID 1044859 reaction equation
[NH:1]1[CH2:6][CH2:5][CH:4]([CH2:7][CH2:8][OH:9])[CH2:3][CH2:2]1.C(=O)([O-])[O-].[K+].[K+].I[CH2:17][CH3:18]>CN(C=O)C>[CH2:17]([N:1]1[CH2:6][CH2:5][CH:4]([CH2:7][CH2:8][OH:9])[CH2:3][CH2:2]1)[CH3:18]

Participants

5

Reactant 3

HCID 6340IodoethaneHCID 11430Potassium CarbonateHCID 739534-Piperidineethanol

Product 1

HCID 21702781HCID 21702781, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

To a stirring solution of 2-(4-piperidinyl)ethanol (1 g, 7.74 mmol) and potassium carbonate (2.67 g, 19.35 mmol) in dry DMF (10 ml) was added iodoethane (0.687 ml, 8.51 mmol). The reaction mixture was allowed to stir at room temperature for 18 hours. The solvent was partially removed in vacuo and the residue partitioned between water (20 ml) and ethyl acetate (20 ml). The aqueous was washed with further ethyl acetate and the combined organics dried (hydrophobic frit) and concentrated in vacuo to give the title compound as a mixture with residual DMF as a clear oil, 1.55 g

Workup

  1. customThe solvent was partially removed in vacuo
  2. customthe residue partitioned between water (20 ml) and ethyl acetate (20 ml)
  3. washThe aqueous was washed with further ethyl acetate
  4. customthe combined organics dried (hydrophobic frit)
  5. concentrationconcentrated in vacuo

Sources & evidence

ORD record
ord-138e56f6231c4cb09deb37bf0a4568bc
Source dataset
uspto-grants-2013_10
Patent number
US08563717B2

Reaction notes

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