Methanol → HCID 14229719, compound

HRID 1761918Notes

Reaction equation

HRID 1761918 reaction equation
[C:1]1([C:7]2[O:8][C:9]3[C:15]([C:16]([OH:18])=[O:17])=[CH:14][CH:13]=[CH:12][C:10]=3[CH:11]=2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.S(Cl)(Cl)=O.[CH3:23]O>>[C:1]1([C:7]2[O:8][C:9]3[C:15]([C:16]([O:18][CH3:23])=[O:17])=[CH:14][CH:13]=[CH:12][C:10]=3[CH:11]=2)[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=1

Participants

4

Reactant 3

HCID 887MethanolHCID 24386Thionyl ChlorideHCID 142297062-Phenylbenzofuran-7-carboxylic acid

Product 1

HCID 14229719HCID 14229719, compound

Procedure

7.0 g of 2-phenylbenzofuran-7-carboxylic acid are dissolved in 70 ml of methanol, and 6.4 ml of thionyl chloride are added dropwise thereto at 0° C. The mixture is refluxed for 1 hour and evaporated to remove solvent. The residue is dissolved in ethyl acetate, and the solution is washed with water, dried and evaporated to remove solvent. The residue is recrystallized from n-hexane to give 7.04 g of methyl 2-phenylbenzofuran-7-carboxylate as colorless needles.

Workup

  1. customat 0° C
  2. temperatureThe mixture is refluxed for 1 hour
  3. customevaporated
  4. customto remove solvent
  5. dissolutionThe residue is dissolved in ethyl acetate
  6. washthe solution is washed with water
  7. customdried
  8. customevaporated
  9. customto remove solvent
  10. customThe residue is recrystallized from n-hexane

Sources & evidence

ORD record
ord-066018dbf5364172afe89331bda0fe1f
Source dataset
uspto-grants-1989_05
Patent number
US04829067

Reaction notes

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