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

HRID 1834702Notes

Reaction equation

HRID 1834702 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 1.) 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-5444567670a0471abf9e9eadd3f63aea
Source dataset
uspto-grants-1978_01
Patent number
US04070539

Reaction notes

Loading…