Methyl iodide → 97711-50-7

HRID 365070Notes

Reaction equation

HRID 365070 reaction equation
[F:1][C:2]1[CH:11]=[CH:10][CH:9]=[C:8]2[C:3]=1[CH:4]([OH:12])[O:5][C:6]2=[O:7].[C:13](=O)([O-])[O-].[K+].[K+].CI>CC(C)=O>[F:1][C:2]1[C:3]([CH:4]=[O:12])=[C:8]([CH:9]=[CH:10][CH:11]=1)[C:6]([O:5][CH3:13])=[O:7]

Participants

5

Reactant 3

HCID 6328Methyl iodideHCID 11430Potassium CarbonateHCID 13555831HCID 13555831, compound

Product 1

HCID 1375249697711-50-7Yield 95.3%

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Procedure

A stirred mixture containing 7.36 g 4-fluoro-3-hydroxyphthalide, 18.15 g potassium carbonate and 11 mL methyl iodide in 125 mL acetone is heated at reflux for two hours. After stirring overnight at room temperature, the mixture is filtered and concentrated. The residue is dispersed in 200 mL ether, filtered and the filtrate concentrated to give 7.6 g residue which is used directly without further purification. The nmr spectrum of this material is consistent with that expected for the desired product.

Workup

  1. temperatureis heated
  2. temperatureat reflux for two hours
  3. filtrationthe mixture is filtered
  4. concentrationconcentrated
  5. additionThe residue is dispersed in 200 mL ether
  6. filtrationfiltered
  7. concentrationthe filtrate concentrated

Sources & evidence

ORD record
ord-39d89443bea04959ac5d2f4d9021f4e1
Source dataset
uspto-grants-1986_08
Patent number
US04608079

Reaction notes

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