Sodium Iodide → HCID 19771327, compound

HRID 846029Notes

Reaction equation

HRID 846029 reaction equation
S(C1C=CC(C)=CC=1)(O[CH2:5][C:6]1[C:11]([N+:12]([O-:14])=[O:13])=[CH:10][CH:9]=[CH:8][C:7]=1[C:15]([F:18])([F:17])[F:16])(=O)=O.[I-:26].[Na+]>CC(C)=O.C(Cl)Cl>[F:16][C:15]([F:18])([F:17])[C:7]1[CH:8]=[CH:9][CH:10]=[C:11]([N+:12]([O-:14])=[O:13])[C:6]=1[CH2:5][I:26]

Participants

5

Reactant 2

HCID 5238Sodium IodideHCID 22118164HCID 22118164, compound

Product 1

HCID 19771327HCID 19771327, compoundYield 97%

Reagents, catalysts & solvents 2

HCID 180AcetoneSolvent3×HCID 6344DichloromethaneSolvent

Procedure

A 200 mL round bottomed flask was charge under dry nitrogen with 35.08 g of 2-(trifluoromethyl)-6-nitrobenzyl tosylate dissolved in 100 mL of dry acetone. To this was added slowly with cooling 28.06 g of anhydrous sodium iodide dissolved in 75 mL of dry acetone. This reaction mixture was stirred overnight at room temperature. The mixture was stripped of acetone under vacuum redissolved in methylene chloride and filtered. The filtrate was extracted with 50 mL of distilled water, dried over anhydrous magnesium sulfate, filtered and the solvent removed under vacuum. By this procedure 29.92 g (97% yield) of product was obtained.

Workup

  1. additionTo this was added slowly
  2. filtrationfiltered
  3. extractionThe filtrate was extracted with 50 mL of distilled water
  4. dry with materialdried over anhydrous magnesium sulfate
  5. filtrationfiltered
  6. customthe solvent removed under vacuum

Sources & evidence

ORD record
ord-7bc804c27d6f4f55ac45d4678d3faf3f
Source dataset
uspto-grants-1992_08
Patent number
US05135838

Reaction notes

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