Sodium Iodide → HCID 12039968, compound

HRID 368667Notes

Reaction equation

HRID 368667 reaction equation
[CH2:1]([NH:3][C:4]([C:6]1[S:7][C:8]([S:15]([CH3:17])=O)=[CH:9][C:10]=1[Si:11]([CH3:14])([CH3:13])[CH3:12])=[O:5])[CH3:2].[Na+].[I-].FC(F)(F)C(OC(=O)C(F)(F)F)=O.S(S([O-])=O)([O-])(=O)=O.[Na+].[Na+]>CC(C)=O.C(Cl)Cl>[CH2:1]([NH:3][C:4]([C:6]1[S:7][C:8]([S:15][CH3:17])=[CH:9][C:10]=1[Si:11]([CH3:14])([CH3:13])[CH3:12])=[O:5])[CH3:2]

Participants

7

Reactant 4

HCID 5238Sodium IodideHCID 9845Trifluoroacetic anhydrideHCID 656671Sodium PyrosulfiteHCID 12039967HCID 12039967, compound

Product 1

HCID 12039968HCID 12039968, compoundYield 88.2%

Reagents, catalysts & solvents 2

HCID 180AcetoneSolventHCID 6344DichloromethaneSolvent

Conditions

Temperature
0 °C

Procedure

To a solution of the compound of Example 260 (0.6 g) and NaI (0.8 g) in 10 mL acetone was added slowly 0.4 mL trifluoroacetic anhydride at 0° C. and the mixture was stirred at 0° C. for an additional hour. Then CH2Cl2 and aq sat sodium meta-bisulfite were added. The organic layer was separated, washed with brine, dried and concentrated. Flash chromatography of the residue with 10% ethyl acetate-hexane gave 0.5 g of the title compound as a white solid. m.p. 58-61° C.

Workup

  1. additionwere added
  2. customThe organic layer was separated
  3. washwashed with brine
  4. customdried
  5. concentrationconcentrated

Sources & evidence

ORD record
ord-c0a3bd33d01c48ba9fae6921ac8c23f8
Source dataset
uspto-grants-2000_10
Patent number
US06133252

Reaction notes

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