Water → 7-iodo-6-methoxybenzofuran-3(2H)-one

HRID 1749940Notes

Reaction equation

HRID 1749940 reaction equation
[OH:1][C:2]1[CH:11]=[CH:10][C:5]2[C:6](=[O:9])[CH2:7][O:8][C:4]=2[C:3]=1[I:12].[C:13](=O)([O-])[O-].[K+].[K+].CI.O>CN(C=O)C>[I:12][C:3]1[C:4]2[O:8][CH2:7][C:6](=[O:9])[C:5]=2[CH:10]=[CH:11][C:2]=1[O:1][CH3:13]

Participants

6

Reactant 4

HCID 962WaterHCID 6328Methyl iodideHCID 11430Potassium CarbonateHCID 712785676-hydroxy-7-iodobenzofuran-3(2H)-one

Product 1

HCID 712788737-iodo-6-methoxybenzofuran-3(2H)-oneYield 49.8%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

A solution of 6-hydroxy-7-iodobenzofuran-3(2H)-one (2.58 g, 9.35 mmol) in DMF (37 mL) was added with potassium carbonate (1.55 g, 11.2 mmol) and methyl iodide (0.697 mL, 11.2 mmol), and the mixture was stirred at room temperature for 13 hours. The reaction mixture was added with water (400 mL), and the precipitated solid was collected by filtration to obtain 7-iodo-6-methoxybenzofuran-3(2H)-one (1.35 g, 49%).

Workup

  1. filtrationthe precipitated solid was collected by filtration

Sources & evidence

ORD record
ord-f4b3193167cb4c51a7e1184338971551
Source dataset
uspto-grants-2015_10
Patent number
US09156827B2

Reaction notes

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