O-Derivatives of 1,2-Dihydroxybenzenes

Guaiacol (2-methoxyphenol) has been obtained in quantitative yield from catechol, sdium acetate and acetic acid by heating an aqueous methanolic solution in a sealed tube for 5 hours at 250°C (ref.7). 

The zinc ate complex from ethoxyallyllithium and zinc chloride reacted with the ketocarbonyl group of the trimethylsilyl ether of 2-formyl-3,4-dihydro naphthalene-2H-1-one and following a Wacker-type oxidation, afforded finally 

A mixed ether considered to comprise a 1,3-dioxan system has been derived in 58% yield from O-acetylsalicyloyl chloride and 2-methoxyphenol by refluxing in dichloromethane for 48 hours and isolation by neutralisation with ammonium hydroxide (ref.9). 

Selective 0-acetylation in 97% yield has been observed in the treatment at 0°C of2-ethoxy-2-methyl-5-nitro-1,3-benzdioxole in dichloromethane with an acetone solution of sodium iodide and with boron trifluoride etherate during 5 mins, to give 4-nitrocatechol-2-monoacetate (ref. 10). 

The mono 0-4-methoxybenzoylacetyl derivative of catechol has been produced 

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