Methyl iodide → HCID 53703941, compound

HRID 1701161Notes

Reaction equation

HRID 1701161 reaction equation
[F:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[C:8]1[CH:13]=[CH:12][C:11]([CH:14]([S:16]([CH2:18][C:19]([OH:21])=[O:20])=[O:17])[CH3:15])=[CH:10][CH:9]=1.[C:22](=O)([O-])[O-].[K+].[K+].CI>CS(C)=O.O.Cl>[CH3:22][O:20][C:19](=[O:21])[CH2:18][S:16]([CH:14]([C:11]1[CH:12]=[CH:13][C:8]([C:3]2[CH:4]=[CH:5][CH:6]=[CH:7][C:2]=2[F:1])=[CH:9][CH:10]=1)[CH3:15])=[O:17]

Participants

7

Reactant 3

HCID 6328Methyl iodideHCID 11430Potassium CarbonateHCID 20348737HCID 20348737, compound

Product 1

HCID 53703941HCID 53703941, compound

Reagents, catalysts & solvents 3

HCID 313Hydrochloric AcidSolventHCID 679Dimethyl SulfoxideSolventHCID 962WaterSolvent

Procedure

3 gm (10 millimols) of [1-(2'-fluoro-4-biphenylyl)-ethylsulfinyl]-acetic acid, m.p. 164°-165° C., were dissolved in 15 ml of dimethyl sulfoxide, 2 gm of potassium carbonate and 1.5 ml of methyl iodide were added, and the mixture was stirred at room temperature for one hour. Subsequently, the mixture was diluted with water, hydrochloric acid was added and the reaction product was extracted with ethyl acetate. After washing, drying and evaporating the extract, the residue was recrystallized from isopropanol (10 ml). Yield: 1.4 gm (44% of theory); m.p. 79° C.

Workup

  1. additionwas added
  2. extractionthe reaction product was extracted with ethyl acetate
  3. washAfter washing
  4. customdrying
  5. customevaporating the extract
  6. customthe residue was recrystallized from isopropanol (10 ml)

Sources & evidence

ORD record
ord-e7d318cf8dcb4f3c97e488d505253218
Source dataset
uspto-grants-1980_03
Patent number
US04191776

Reaction notes

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