Dimethylformamide → HCID 66746413, compound

HRID 1175755Notes

Reaction equation

HRID 1175755 reaction equation
[C:1]12([CH2:9][CH:8](NC(NC3SC4C=C(F)C=CC=4N=3)=O)[C:7]3[CH:24]=[CH:25][CH:26]=[CH:27][C:6]=3[O:5]1)[CH2:4][CH2:3][CH2:2]2.IC.[C:30](=O)([O-])[O-:31].[K+].[K+].CN(C)C=[O:39]>>[CH3:30][O:31][C:25]1[CH:26]=[CH:27][C:6]2[O:5][C:1]3([CH2:2][CH2:3][CH2:4]3)[CH2:9][C:8](=[O:39])[C:7]=2[CH:24]=1

Participants

5

Reactant 4

HCID 6228DimethylformamideHCID 6328Methyl iodideHCID 11430Potassium CarbonateHCID 16123262HCID 16123262, compound

Product 1

HCID 66746413HCID 66746413, compound

Procedure

To a solution of 3,4-Dihydro-6-hydroxy-4-oxo-spiro[2H-1-benzopyran-2,1′-cyclobutane] (Example 12) (10 mmol) in dimethylformamide, iodomethane (12 mmol) and potassium carbonate (12 mmol) was added and the reaction mixture was stirred at rt for 12 h. Solvent was then evaporated and the residue was dissolved in ethyl acetate. Organic layer was washed with water, brine and separated. It was then dried on anhydrous Na2SO4 and concentrated to afford the desired product as oil.

Workup

  1. customSolvent was then evaporated
  2. dissolutionthe residue was dissolved in ethyl acetate
  3. washOrganic layer was washed with water, brine
  4. customseparated
  5. dry with materialIt was then dried on anhydrous Na2SO4
  6. concentrationconcentrated

Sources & evidence

ORD record
ord-0b76445fcbd04a59b47089533712d3f0
Source dataset
uspto-grants-2010_11
Patent number
US07842703B2

Reaction notes

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