Chloroacetonitrile → HCID 23035481, compound

HRID 1710088Notes

Reaction equation

HRID 1710088 reaction equation
[N:1]1([CH2:7][C:8]2[CH:9]=[C:10]([OH:14])[CH:11]=[CH:12][CH:13]=2)[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1.Cl[CH2:16][C:17]#[N:18].C(=O)([O-])[O-].[K+].[K+].C(Cl)(Cl)Cl.CO>CC(C)=O>[N:1]1([CH2:7][C:8]2[CH:9]=[C:10]([CH:11]=[CH:12][CH:13]=2)[O:14][CH2:16][C:17]#[N:18])[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1

Participants

6

Reactant 4

HCID 7856ChloroacetonitrileHCID 11430Potassium CarbonateHCID 8269741-(3-Hydroxybenzyl)piperidineHCID 21584188Chloroform methanol

Product 1

HCID 23035481HCID 23035481, compoundYield 66.4%

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Procedure

A mixture of 3-(piperidinomethyl)phenol (7 g), chloroacetonitrile (2.77 g) and potassium carbonate (5.06 g) in dry acetone (100 ml) was stirred under reflux overnight. The reaction mixture was filtered and the filtrate was evaporated to give a residue which was subjected to column chromatography on silica using chloroform:methanol (20:1) as eluant to afford 3-(piperidinomethyl)phenoxyacetonitrile (5.6 g).

Workup

  1. temperatureunder reflux overnight
  2. filtrationThe reaction mixture was filtered
  3. customthe filtrate was evaporated
  4. customto give a residue which

Sources & evidence

ORD record
ord-fa3435b3dd864ac09f79942a5cd5ee38
Source dataset
uspto-grants-1990_08
Patent number
US04952589

Reaction notes

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