Potassium Iodide → 4-[(Ethylpropylamino)methyl]benzenemethanol

HRID 605579Notes

Reaction equation

HRID 605579 reaction equation
Cl[CH2:2][C:3]1[CH:8]=[CH:7][C:6]([CH2:9][OH:10])=[CH:5][CH:4]=1.[CH2:11]([NH:13][CH2:14][CH2:15][CH3:16])[CH3:12].[I-].[K+].C([O-])([O-])=O.[K+].[K+]>C(#N)C>[CH2:11]([N:13]([CH2:2][C:3]1[CH:8]=[CH:7][C:6]([CH2:9][OH:10])=[CH:5][CH:4]=1)[CH2:14][CH2:15][CH3:16])[CH3:12]

Participants

6

Reactant 4

HCID 4875Potassium IodideHCID 11430Potassium CarbonateHCID 883981-Propanamine, N-ethyl-HCID 5107660[4-(Chloromethyl)phenyl]methanol

Product 1

HCID 866357944-[(Ethylpropylamino)methyl]benzenemethanolYield 52.9%

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

A mixture of 5 g of [4-(chloromethyl)phenyl]methanol, 5.56 g of N-ethylpropan-1-amine, 5.29 g of potassium iodide and 4.41 g of K2CO3 in 200 ml of acetonitrile is left to stir at AT for 48 hours. The reaction mixture is concentrated under vacuum, the residue is taken up with water, the mixture is extracted with DCM, the organic phase is dried over Na2SO4, and the solvent is evaporated off under vacuum. 3.5 g of the expected compound are obtained.

Workup

  1. waitis left
  2. concentrationThe reaction mixture is concentrated under vacuum
  3. extractionthe mixture is extracted with DCM
  4. dry with materialthe organic phase is dried over Na2SO4
  5. customthe solvent is evaporated off under vacuum

Sources & evidence

ORD record
ord-c40dd9c3b98f4a65bbec09837094493d
Source dataset
uspto-grants-2011_03
Patent number
US07915258B2

Reaction notes

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