Methyl iodide → HCID 54096908, compound

HRID 1112011Notes

Reaction equation

HRID 1112011 reaction equation
[Cl:1][CH:2]([O:6][C:7]1[S:8][CH:9]=[CH:10][CH:11]=1)[C:3]([OH:5])=[O:4].[CH3:12][O-].[K+].CI>CO>[CH3:12][O:4][C:3](=[O:5])[CH:2]([O:6][C:7]1[S:8][CH:9]=[CH:10][CH:11]=1)[Cl:1]

Participants

5

Reactant 3

HCID 6328Methyl iodideHCID 22765994HCID 22765994, compoundHCID 23664618Potassium methoxide

Product 1

HCID 54096908HCID 54096908, compoundYield 86.5%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

A mixture of 1.93 g of the product of Step A, 25 ml of methanol, 0.75 g of potassium methylate and 25 ml of methyl iodide was refluxed for 24 hours and was then evaporated to dryness. The residue was taken up in ether and the ether phase was washed with dilute sodium bicarbonate, dried, treated with activated carbon and was filtered. The filtrate was evaporated to dryness to obtain 1.79 g of methyl-2-chloro-thienyloxy-acetate.

Workup

  1. temperaturewas refluxed for 24 hours
  2. customwas then evaporated to dryness
  3. washthe ether phase was washed with dilute sodium bicarbonate
  4. customdried
  5. additiontreated with activated carbon
  6. filtrationwas filtered
  7. customThe filtrate was evaporated to dryness

Sources & evidence

ORD record
ord-47f6069073f74d2a98641a3c75d03859
Source dataset
uspto-grants-1978_10
Patent number
US04119727

Reaction notes

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