Methanol → HCID 14075270, compound

HRID 1089044Notes

Reaction equation

HRID 1089044 reaction equation
CO.S(=O)(=O)(O)O.[CH:8]([O:13][CH3:14])([O:11]C)OC.[C:15]([C:23]1C(=O)[O:25][C:26]([CH3:30])=[CH:27][C:28]=1[OH:29])(=O)[C:16]1[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=1>O>[CH3:14][O:13][C:8]([C:23]1[C:28](=[O:29])[CH:27]=[C:26]([CH3:30])[O:25][C:15]=1[C:16]1[CH:17]=[CH:18][CH:19]=[CH:20][CH:21]=1)=[O:11]

Participants

6

Reactant 4

HCID 887MethanolHCID 1118Sulfuric AcidHCID 9005Trimethyl orthoformateHCID 135472552HCID 135472552, compound

Product 1

HCID 14075270HCID 14075270, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A flask fitted with a reflux condenser and calcium chloride drying tube is charged with 70 ml dry methanol, 7.3 g of 96% sulfuric acid and 10.15 g of trimethyl orthoformate. 3-Benzoyl-4-hydroxy-6-methyl-2-pyrone (22 ) is then added in small portions and the resulting reaction mixture is refluxed for 24 hours. The mixture is cooled and poured into water. Extraction with methylene chloride yields 17.7 g of crude 3-methoxycarbonyl-6-methyl-2-phenyl-4-pyrone. mp (from methylene chloride/ether)=101°-102.5° C.

Workup

  1. customA flask fitted with a reflux condenser and calcium chloride drying tube
  2. customthe resulting reaction mixture
  3. temperatureis refluxed for 24 hours
  4. temperatureThe mixture is cooled
  5. extractionExtraction with methylene chloride

Sources & evidence

ORD record
ord-d4c26ea80c054a42b789c93627a85e9c
Source dataset
uspto-grants-1990_10
Patent number
US04964896

Reaction notes

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