Sodium Iodide → HCID 86669355, compound

HRID 401210Notes

Reaction equation

HRID 401210 reaction equation
FC(F)(F)S(O[C:7]1[C:12]([N+:13]([O-:15])=[O:14])=[CH:11][C:10]([CH:16]=[O:17])=[CH:9][C:8]=1[O:18][CH2:19][CH3:20])(=O)=O.[I-:23].[Na+].CCOC(C)=O>CS(C)=O>[CH2:19]([O:18][C:8]1[CH:9]=[C:10]([CH:11]=[C:12]([N+:13]([O-:15])=[O:14])[C:7]=1[I:23])[CH:16]=[O:17])[CH3:20]

Participants

5

Reactant 3

HCID 5238Sodium IodideHCID 8857Ethyl AcetateHCID 86669354HCID 86669354, compound

Product 1

HCID 86669355HCID 86669355, compoundYield 91%

Reagents, catalysts & solvents 1

HCID 679Dimethyl SulfoxideSolvent

Procedure

To a solution of 2-ethoxy-4-formyl-6-nitrophenyl trifluoromethanesulfonate (4.7 g, 13.7 mmol) in DMSO (10 mL) was added sodium iodide (6.2 g, 41.1 mmol). The mixture was stirred under N2 atmosphere at 3˜10° C. overnight. EtOAc/aqueous workup. Purified by silica gel column chromatography (PE:EtOAc=50:1 to PE:EtOAc=10 1) (4.0 g, yield 91%).

Workup

  1. customPurified by silica gel column chromatography (PE:EtOAc=50:1 to PE:EtOAc=10 1) (4.0 g, yield 91%)

Sources & evidence

ORD record
ord-cba153ebe9ce4b9fb1f450d3d2a7f89c
Source dataset
uspto-grants-2014_06
Patent number
US08741915B2

Reaction notes

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