Sodium Iodide → HCID 13826403, compound

HRID 1906916Notes

Reaction equation

HRID 1906916 reaction equation
[Cl:1][C:2]1[CH:10]=[C:9]([Cl:11])[C:8](OS(C(F)(F)F)(=O)=O)=[C:7]2[C:3]=1[CH2:4][CH2:5][C:6]2=[O:20].[I-:21].[Na+]>CN(C=O)C>[Cl:1][C:2]1[CH:10]=[C:9]([Cl:11])[C:8]([I:21])=[C:7]2[C:3]=1[CH2:4][CH2:5][C:6]2=[O:20]

Participants

4

Reactant 2

HCID 5238Sodium IodideHCID 13826402HCID 13826402, compound

Product 1

HCID 13826403HCID 13826403, compoundYield 60.8%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

4,6-Dichloro-7-trifluoromethylsulfonyloxyindan-1-one (56.0 g., 0.160 mole), sodium iodide (133.1 g., 0.8 mole), and DMF (320 ml) in a dry apparatus were stirred under nitrogen at a bath temperature at 130° C. for four days, cooled to room temperature, and poured into 1 L of ice-water. The crystals were collected, washed with water, dried overnight in a vacuum oven at 50° C., then sublimed at 170°-190° C. at 0.05 mm to give 38.3 g. of crude product which was recrystalized from toluene to give 31.8 g of the title compound, mp. 170°-172° C.

Workup

  1. customThe crystals were collected
  2. washwashed with water
  3. customdried overnight in a vacuum oven at 50° C.
  4. customsublimed at 170°-190° C. at 0.05 mm
  5. customto give 38.3 g
  6. customof crude product which was recrystalized from toluene

Sources & evidence

ORD record
ord-4f125d15c5694556ae7a7220e8de9137
Source dataset
uspto-grants-1987_03
Patent number
US04654363

Reaction notes

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