Sodium Iodide → Ethyl alpha-iodo-2'-chloro-4-biphenylylacetate

HRID 267389Notes

Reaction equation

HRID 267389 reaction equation
Br[CH:2]([C:8]1[CH:13]=[CH:12][C:11]([C:14]2[CH:19]=[CH:18][CH:17]=[CH:16][C:15]=2[Cl:20])=[CH:10][CH:9]=1)[C:3]([O:5][CH2:6][CH3:7])=[O:4].[I-:21].[Na+]>CC(C)=O>[I:21][CH:2]([C:8]1[CH:13]=[CH:12][C:11]([C:14]2[CH:19]=[CH:18][CH:17]=[CH:16][C:15]=2[Cl:20])=[CH:10][CH:9]=1)[C:3]([O:5][CH2:6][CH3:7])=[O:4]

Participants

4

Reactant 2

HCID 5238Sodium IodideHCID 21556258Ethyl alpha-bromo-2'-chloro-4-biphenylylacetate

Product 1

HCID 21556207Ethyl alpha-iodo-2'-chloro-4-biphenylylacetate

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Procedure

A mixture of 40.5 g. (0.1 moles) of ethyl α-bromo-2'-chloro-4-biphenylylacetate and 150 g. of sodium iodide in 1 liter of anhydrous acetone is refluxed for 4 hours. The reaction mixture is then evaporated to dryness and extracted with ether. The ether is then washed with water, dried and evaporated to dryness to obtain ethyl α-iodo-2'-chloro-4-biphenylylacetate.

Workup

  1. additionA mixture of 40.5 g
  2. customThe reaction mixture is then evaporated to dryness
  3. extractionextracted with ether
  4. washThe ether is then washed with water
  5. customdried
  6. customevaporated to dryness

Sources & evidence

ORD record
ord-556e5811306a4b658f7bcb04beddfe3f
Source dataset
uspto-grants-1976_03
Patent number
US03941821

Reaction notes

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