Dimethylformamide → HCID 54576351, compound

HRID 1096946Notes

Reaction equation

HRID 1096946 reaction equation
[C:1](=O)([O-])[O-].[K+].[K+].IC.CN(C=O)C.[OH:14][C:15]1[CH:16]=[C:17]([CH:22]=[C:23]([O:25][S:26]([C:29]([F:32])([F:31])[F:30])(=[O:28])=[O:27])[CH:24]=1)[C:18]([O:20][CH3:21])=[O:19]>C(OCC)C>[CH3:1][O:14][C:15]1[CH:16]=[C:17]([CH:22]=[C:23]([O:25][S:26]([C:29]([F:32])([F:30])[F:31])(=[O:28])=[O:27])[CH:24]=1)[C:18]([O:20][CH3:21])=[O:19]

Participants

6

Reactant 4

HCID 6228DimethylformamideHCID 6328Methyl iodideHCID 11430Potassium CarbonateHCID 86635508HCID 86635508, compound

Product 1

HCID 54576351HCID 54576351, compound

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Procedure

With cooling with ice, potassium carbonate (152 mg, 1.10 mmol) and iodomethane (0.137 mL, 2.20 mmol) were added to a DMF solution (3.0 mL) of methyl 3-hydroxy-5-trifluoromethane-sulfonyloxybenzoate (300 mg, 1.00 mmol), and stirred at room temperature for 17 hours. The reaction mixture was diluted with diethyl ether (30 mL), 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-49b0f8a3149c4f5b803e9a2a5fb9294a
Source dataset
uspto-grants-2012_03
Patent number
US08138197B2

Reaction notes

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