Sodium Iodide → HCID 20196858, compound

HRID 652766Notes

Reaction equation

HRID 652766 reaction equation
[Cl:1][C:2]1[CH:11]=[C:10]([Cl:12])[CH:9]=[C:4]([C:5]([O:7][CH3:8])=[O:6])[C:3]=1[OH:13].[CH2:14](Br)[C:15]#[CH:16].C(=O)([O-])[O-].[K+].[K+].[I-].[Na+]>CC(CC)=O>[CH2:16]([O:13][C:3]1[C:2]([Cl:1])=[CH:11][C:10]([Cl:12])=[CH:9][C:4]=1[C:5]([O:7][CH3:8])=[O:6])[C:15]#[CH:14]

Participants

6

Reactant 4

HCID 5238Sodium IodideHCID 7842Propargyl bromideHCID 11430Potassium CarbonateHCID 82082Benzoic acid, 3,5-dichloro-2-hydroxy-, methyl ester

Product 1

HCID 20196858HCID 20196858, compound

Reagents, catalysts & solvents 1

HCID 6569Methyl Ethyl KetoneSolvent

Procedure

A 5 liter flask fitted with a sealed agitator, a condenser and a thermometer is used. 320 g of methyl 3,5-dichlorosalicylate (1.45 mole), 1,280 ml of methyl-ethyl-ketone and 177 g of propargyl bromide (1.45 mole+3% excess) are placed in it, then 200 g of potassium carbonate (1.45 mole) and 21.5 g of sodium iodide (0.145 mole). A thick pulp is obtained, which becomes fluid when brought to reflux. The reflux is maintained for 8 hours.

Workup

  1. customA 5 liter flask fitted with a sealed agitator, a condenser
  2. customA thick pulp is obtained
  3. temperatureto reflux
  4. temperatureThe reflux is maintained for 8 hours

Sources & evidence

ORD record
ord-49a64461211c420aafd60bd0bd63b137
Source dataset
uspto-grants-1987_06
Patent number
US04673686

Reaction notes

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