Methyl iodide → HCID 53703941, compound

HRID 1730742Notes

Reaction equation

HRID 1730742 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 1 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-3f34b59a2a9e466fa90668d75e0799be
Source dataset
uspto-grants-1976_11
Patent number
US03993683

Reaction notes

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