Dimethylformamide → HCID 57930910, compound

HRID 1096940Notes

Reaction equation

HRID 1096940 reaction equation
C(=O)([O-])[O-].[K+].[K+].I[CH2:8][CH3:9].CN(C=O)C.[OH:15][C:16]1[CH:17]=[C:18]([CH:23]=[C:24]([O:26][S:27]([C:30]([F:33])([F:32])[F:31])(=[O:29])=[O:28])[CH:25]=1)[C:19]([O:21][CH3:22])=[O:20]>C(OCC)C>[CH2:8]([O:15][C:16]1[CH:17]=[C:18]([CH:23]=[C:24]([O:26][S:27]([C:30]([F:33])([F:31])[F:32])(=[O:29])=[O:28])[CH:25]=1)[C:19]([O:21][CH3:22])=[O:20])[CH3:9]

Participants

6

Reactant 4

HCID 6228DimethylformamideHCID 6340IodoethaneHCID 11430Potassium CarbonateHCID 86635508HCID 86635508, compound

Product 1

HCID 57930910HCID 57930910, compound

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Procedure

With cooling with ice, potassium carbonate (152 mg, 1.10 mmol) and iodoethane (0.088 mL, 1.10 mmol) were added to a DMF solution (2.0 mL) of methyl 3-hydroxy-5-trifluoromethane-sulfonyloxybenzoate (300 mg, 1.00 mmol), and stirred at room temperature for 14 hours. The reaction mixture was diluted with diethyl ether (30 mL), then washed with water and aqueous saturated sodium chloride solution, dried with sodium sulfate, and concentrated under reduced pressure. The residue was purified through silica gel column chromatography to obtain the title compound as a colorless oil.

Workup

  1. washwashed with water and aqueous saturated sodium chloride solution
  2. dry with materialdried with sodium sulfate
  3. concentrationconcentrated under reduced pressure
  4. customThe residue was purified through silica gel column chromatography

Sources & evidence

ORD record
ord-5f2e9731d06c4ea488963e6708c78729
Source dataset
uspto-grants-2012_03
Patent number
US08138197B2

Reaction notes

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