Epichlorohydrin → 1-(2-Cyano-5-chlorophenoxy)-2,3-epoxypropane

HRID 1905421Notes

Reaction equation

HRID 1905421 reaction equation
[C:1]([C:3]1[CH:8]=[CH:7][C:6]([Cl:9])=[CH:5][C:4]=1[OH:10])#[N:2].[CH2:11]([CH:13]1[O:15][CH2:14]1)Cl.C(=O)([O-])[O-].[K+].[K+]>C(O)C>[C:1]([C:3]1[CH:8]=[CH:7][C:6]([Cl:9])=[CH:5][C:4]=1[O:10][CH2:11][CH:13]1[O:15][CH2:14]1)#[N:2]

Participants

5

Reactant 3

HCID 7835EpichlorohydrinHCID 11430Potassium CarbonateHCID 34427894-Chloro-2-hydroxybenzonitrile

Product 1

HCID 145786801-(2-Cyano-5-chlorophenoxy)-2,3-epoxypropaneYield 75.7%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

2-Cyano-5-chlorophenol (3.0 g), epichlorohydrin (6.0 g) and anhydrous potassium carbonate (4.2 g) were heated with stirring in ethanol for 2 hours. The organic layer was concentrated under reduced pressure. The residue was purified by silica gel chromatography to give 3.1 g of 1-(2-cyano-5-chlorophenoxy)-2,3-epoxypropane.

Workup

  1. concentrationThe organic layer was concentrated under reduced pressure
  2. customThe residue was purified by silica gel chromatography

Sources & evidence

ORD record
ord-63c840fbf5484efbba50b63b37a9a6cc
Source dataset
uspto-grants-1989_06
Patent number
US04843072

Reaction notes

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