Methyl iodide → HCID 19806271, compound

HRID 1681330Notes

Reaction equation

HRID 1681330 reaction equation
[OH:1][CH:2]([C:6]1[CH:10]=[CH:9][S:8][CH:7]=1)[C:3]([OH:5])=[O:4].CI.[C:13](=O)([O-])[O-].[K+].[K+]>CC(C)=O>[OH:1][CH:2]([C:6]1[CH:10]=[CH:9][S:8][CH:7]=1)[C:3]([O:5][CH3:13])=[O:4]

Participants

5

Reactant 3

HCID 6328Methyl iodideHCID 11430Potassium CarbonateHCID 248645hydroxy(thiophen-3-yl)acetic acid

Product 1

HCID 19806271HCID 19806271, compoundYield 67%

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Procedure

A mixture of (RS) 2-hydroxy-2-(thien-3-yl)acetic acid (prepared as described in Akiv. Kemi., 58, 519, 1957) (6.32 g), methyl iodide (17 g) and potassium carbonate (6 g) in acetone was refluxed for 2 hours, evaporated under reduced pressure and the residue partitioned between ethyl acetate and water. The organic extracts, after drying over magnesium sulphate, were evaported to leave the title compound as a yellow oil (4.49 g, 67%).

Workup

  1. temperaturewas refluxed for 2 hours
  2. customevaporated under reduced pressure
  3. customthe residue partitioned between ethyl acetate and water
  4. dry with materialThe organic extracts, after drying over magnesium sulphate

Sources & evidence

ORD record
ord-a16caed1e0534149a86e3b0931d02dfc
Source dataset
uspto-grants-1992_12
Patent number
US05171744

Reaction notes

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