Methanol → HCID 12840342, compound

HRID 1863539Notes

Reaction equation

HRID 1863539 reaction equation
[CH3:1][C:2]1([C:11]2[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=2)[O:6][C:5]([C:7]([OH:9])=[O:8])=[CH:4][C:3]1=[O:10].[CH3:17]O>S(=O)(=O)(O)O>[CH3:17][O:8][C:7]([C:5]1[O:6][C:2]([CH3:1])([C:11]2[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=2)[C:3](=[O:10])[CH:4]=1)=[O:9]

Participants

4

Reactant 2

HCID 887MethanolHCID 51576Acifran

Product 1

HCID 12840342HCID 12840342, compound

Reagents, catalysts & solvents 1

HCID 1118Sulfuric AcidCatalyst

Procedure

A mixture of 4,5-dihydro-5-methyl-4-oxo-5-phenylfuran-2-carboxylic acid (0.4 g, described in Example 4), absolute methanol (50 ml), and sulfuric acid (3 drops) is refluxed overnight and evaporated. The residue is diluted with 50 ml of diethyl ether, and the solution is washed quickly with saturated sodium bicarbonate and water, dried over magnesium sulfate, filtered, and evaporated. The residue is crystallized from diethyl ether to obtain the title compound (0.32 g) mp 60°-62° C. and nmr (CDCl3) δ1.81(s), 3.99(s), 6.25(s) and 7.42(m).

Workup

  1. temperatureis refluxed overnight
  2. customevaporated
  3. additionThe residue is diluted with 50 ml of diethyl ether
  4. washthe solution is washed quickly with saturated sodium bicarbonate and water
  5. dry with materialdried over magnesium sulfate
  6. filtrationfiltered
  7. customevaporated
  8. customThe residue is crystallized from diethyl ether

Sources & evidence

ORD record
ord-9b18e4126cf343afbcd24fe4866b3085
Source dataset
uspto-grants-1979_09
Patent number
US04169202

Reaction notes

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