Potassium Carbonate → 7-Methylbenzofuran-3(2H)-one

HRID 1749935Notes

Reaction equation

HRID 1749935 reaction equation
Cl[CH2:2][C:3]([C:5]1[CH:10]=[CH:9][CH:8]=[C:7]([CH3:11])[C:6]=1[OH:12])=[O:4].C(=O)([O-])[O-].[K+].[K+]>C(#N)C>[CH3:11][C:7]1[C:6]2[O:12][CH2:2][C:3](=[O:4])[C:5]=2[CH:10]=[CH:9][CH:8]=1

Participants

4

Reactant 2

HCID 11430Potassium CarbonateHCID 126166632-Chloro-1-(2-hydroxy-3-methylphenyl)ethan-1-one

Product 1

HCID 126327-Methylbenzofuran-3(2H)-oneYield 43.4%

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

A solution of 2-chloro-1-(2-hydroxy-3-methylphenyl)ethanone (Tetrahedron, Vol. 66, p. 3499, 2010, 6.40 g, 34.7 mmol) in acetonitrile (170 mL) was added with potassium carbonate (14.4 g, 104 mmol), and the mixture was stirred at room temperature for 1 hour, and then filtered. The filtrate was concentrated, and the resulting residue was purified by silica gel column chromatography (hexane/ethyl acetate) to obtain 7-methylbenzofuran-3(2H)-one (2.23 g, 43%).

Workup

  1. filtrationfiltered
  2. concentrationThe filtrate was concentrated
  3. customthe resulting residue was purified by silica gel column chromatography (hexane/ethyl acetate)

Sources & evidence

ORD record
ord-52999b9258b14ab5958695989bcbf0b4
Source dataset
uspto-grants-2015_10
Patent number
US09156827B2

Reaction notes

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