Methyl iodide → HCID 24946511, compound

HRID 1254165Notes

Reaction equation

HRID 1254165 reaction equation
[H-].I[CH3:3].[CH3:4][O:5][C:6]1[CH:7]=[C:8]([C:16]2[O:17][C:18]3[CH:26]=[CH:25][C:24]([CH2:27][CH2:28][OH:29])=[CH:23][C:19]=3[C:20]=2[S:21][CH3:22])[CH:9]=[CH:10][C:11]=1[O:12][CH2:13][O:14][CH3:15]>C1COCC1>[CH3:3][O:29][CH2:28][CH2:27][C:24]1[CH:25]=[CH:26][C:18]2[O:17][C:16]([C:8]3[CH:9]=[CH:10][C:11]([O:12][CH2:13][O:14][CH3:15])=[C:6]([O:5][CH3:4])[CH:7]=3)=[C:20]([S:21][CH3:22])[C:19]=2[CH:23]=1

Participants

5

Reactant 3

HCID 6328Methyl iodideHCID 166653HydrideHCID 24948145HCID 24948145, compound

Product 1

HCID 24946511HCID 24946511, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

642 mg of hydride substance (16.1 mM) and 2.26 g of iodomethane (15.9 mM) were added to the solution containing 595 mg of 2-[2-(3-methoxymethoxy-phenyl)-3-methylsulfanyl-benzofuran-5-yl]-ethanol (13a; 1.59 mM) dissolved in 40 ml of THF. The reaction mixture was performed to reflux distillation for 16 hours and cooled to room temperature. The reaction mixture was extracted with 50 ml of water and ethylacetate to divide into water layer and organic solvent layer. The organic solvent layer was dried with magnesium sulfuric acid, filtrated and the filtrate was concentrated with vaccuo.

Workup

  1. temperatureto reflux
  2. distillationdistillation for 16 hours
  3. extractionThe reaction mixture was extracted with 50 ml of water and ethylacetate
  4. dry with materialThe organic solvent layer was dried with magnesium sulfuric acid
  5. filtrationfiltrated
  6. concentrationthe filtrate was concentrated with vaccuo

Sources & evidence

ORD record
ord-3cb578ad89af4f73b4c99c31d407426f
Source dataset
uspto-grants-2013_06
Patent number
US08455542B2

Reaction notes

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