Ethanol → HCID 54703323, compound

HRID 857526Notes

Reaction equation

HRID 857526 reaction equation
[OH:1][C:2]1[C:11]2[C:6](=[CH:7][CH:8]=[CH:9][CH:10]=2)[O:5][C:4](=[O:12])[C:3]=1[CH:13]([C:17]1[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=1)[C:14]([OH:16])=[O:15].S(=O)(=O)(O)O.[CH3:28][CH2:29]O>O>[CH2:28]([O:15][C:14](=[O:16])[CH:13]([C:3]1[C:4](=[O:12])[O:5][C:6]2[C:11]([C:2]=1[OH:1])=[CH:10][CH:9]=[CH:8][CH:7]=2)[C:17]1[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=1)[CH3:29]

Participants

5

Reactant 3

HCID 702EthanolHCID 1118Sulfuric AcidHCID 54706452HCID 54706452, compound

Product 1

HCID 54703323HCID 54703323, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A solution of (4-Hydroxy-2-oxo-2H-chromen-3-yl)-phenyl-acetic acid in EtOH with a catalytic amount of conc. sulfuric acid was heated to reflux for 5 hours, cooled to room temperature, diluted with water and extracted with EtOAc. The organic layer was dried over MgSO4 and conc. in vacuo to give (4-Hydroxy-2-oxo-2H-chromen-3-yl) -phenyl-acetic acid ethyl ester as colorless oil, which crystallize upon standing (910 mg). MS: 323[M−H].

Workup

  1. temperatureto reflux for 5 hours
  2. extractionextracted with EtOAc
  3. dry with materialThe organic layer was dried over MgSO4 and conc. in vacuo

Sources & evidence

ORD record
ord-7c5505cd179c463cb860b1566a35d395
Source dataset
uspto-grants-2006_12
Patent number
US07145020B2

Reaction notes

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