Methyl iodide → HCID 86621578, compound

HRID 420169Notes

Reaction equation

HRID 420169 reaction equation
[C:1](=O)(O)[O-].[Na+].[N+:6]([C:9]1[CH:10]=[C:11]([CH:17]=[CH:18][C:19]=1[CH2:20][CH:21]=[O:22])[C:12]([O:14][CH2:15][CH3:16])=[O:13])([O-:8])=[O:7].CI>CN(C=O)C.C(OCC)(=O)C>[CH3:1][CH:20]([C:19]1[CH:18]=[CH:17][C:11]([C:12]([O:14][CH2:15][CH3:16])=[O:13])=[CH:10][C:9]=1[N+:6]([O-:8])=[O:7])[CH:21]=[O:22]

Participants

6

Reactant 3

HCID 6328Methyl iodideHCID 516892Sodium BicarbonateHCID 86621579HCID 86621579, compound

Product 1

HCID 86621578HCID 86621578, compoundYield 53.4%

Reagents, catalysts & solvents 2

HCID 6228DimethylformamideSolventHCID 8857Ethyl AcetateSolvent

Procedure

Sodium bicarbonate (318 mg) was added to the mixture of ethyl 3-nitro-4-(2-oxoethyl)benzoate (401 mg) and MeI (426 mg) in DMF (5 ml), stirred for over night at r.t., diluted with ethyl acetate, washed with water and saturated saline water in that order, and dried with sodium sulfate. This was filtered, concentrated, and purified through silica gel column (hexane/ethyl acetate) to give title compound (227 mg) as a colorless oil.

Workup

  1. washwashed with water and saturated saline water in that order
  2. dry with materialdried with sodium sulfate
  3. filtrationThis was filtered
  4. concentrationconcentrated
  5. custompurified through silica gel column (hexane/ethyl acetate)

Sources & evidence

ORD record
ord-f3a0db81f2b343708039a6e6e8f72f5f
Source dataset
uspto-grants-2012_01
Patent number
US08093389B2

Reaction notes

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