HCID 23031086, compound → HCID 23031257, compound

HRID 1766676Notes

Reaction equation

HRID 1766676 reaction equation
FC(F)(F)S(O[C:7]1[C:15]([CH3:16])=[CH:14][C:13]([N+:17]([O-:19])=[O:18])=[C:12]2[C:8]=1[CH2:9][CH2:10][CH2:11]2)(=O)=O.O.[I-:23].[Li+]>CN(C)C=O>[I:23][C:7]1[C:15]([CH3:16])=[CH:14][C:13]([N+:17]([O-:19])=[O:18])=[C:12]2[C:8]=1[CH2:9][CH2:10][CH2:11]2

Participants

4

Reactant 2

HCID 23031086HCID 23031086, compoundHCID 23688290LITHIUM IODIDE

Product 1

HCID 23031257HCID 23031257, compoundYield 77.8%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Conditions

Temperature
150 °C

Procedure

To a solution of 5-methyl-7-nitroindan-4-yl trifluoromethanesulfonate (3.02 g) in N,N-dimethylformamide (10 mL) was added lithium iodide mono hydrate (6.10 g). The mixture was stirred under an argon atmosphere at 150° C. for 7 hours. Adding water, the reaction mixture was extracted with ethyl acetate. The organic layer was washed with a 1 mol/L aqueous solution of sodium hydroxide, water and brine successively, and dried over anhydrous magnesium sulfate. The solvent was removed under reduced pressure to give the title compound (2.19 g).

Workup

  1. extractionAdding water, the reaction mixture was extracted with ethyl acetate
  2. washThe organic layer was washed with a 1 mol/L aqueous solution of sodium hydroxide, water and brine successively
  3. dry with materialdried over anhydrous magnesium sulfate
  4. customThe solvent was removed under reduced pressure

Sources & evidence

ORD record
ord-d7861d79d19e4ebb8d3744b70f930fe5
Source dataset
uspto-grants-2007_06
Patent number
US07230031B2

Reaction notes

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