Potassium Iodide → (1-Oxo-2-ethyl-6,7-dichloro-5-indanyloxy)acetonitrile

HRID 597014Notes

Reaction equation

HRID 597014 reaction equation
[CH2:1]([CH:3]1[CH2:11][C:10]2[C:5](=[C:6]([Cl:14])[C:7]([Cl:13])=[C:8]([OH:12])[CH:9]=2)[C:4]1=[O:15])[CH3:2].C(=O)([O-])[O-].[K+].[K+].Cl[CH2:23][C:24]#[N:25].[I-].[K+]>CC(C)=O>[O:15]=[C:4]1[C:5]2[C:10](=[CH:9][C:8]([O:12][CH2:23][C:24]#[N:25])=[C:7]([Cl:13])[C:6]=2[Cl:14])[CH2:11][CH:3]1[CH2:1][CH3:2]

Participants

6

Reactant 4

HCID 4875Potassium IodideHCID 7856ChloroacetonitrileHCID 11430Potassium CarbonateHCID 128572202-Ethyl-5-hydroxy-6,7-dichloroindanone

Product 1

HCID 12395624(1-Oxo-2-ethyl-6,7-dichloro-5-indanyloxy)acetonitrile

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Procedure

A mixture of 2-ethyl-5-hydroxy-6,7-dichloroindanone (24.5 g., 0.1 mole), anhydrous potassium carbonate (13.8 g., 0.10 mole), chloroacetonitrile (7.55 g., 0.10 mole) and potassium iodide (1.66 g.) in acetone (0.5 l.) is refluxed for 18 hours. The product which precipitates upon addition of water to the reaction mixture (20 g., 71%) melts at 139°-141° C. after recrystallization from butyl chloride.

Workup

  1. temperatureis refluxed for 18 hours
  2. customThe product which precipitates upon addition of water to the reaction mixture (20 g., 71%) melts at 139°-141° C.
  3. customafter recrystallization from butyl chloride

Sources & evidence

ORD record
ord-2a35404037ff4b7db820cc8e602d7865
Source dataset
uspto-grants-1977_03
Patent number
US04012524

Reaction notes

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