Orcinol dimethyl ether

Orcinol, dimethyl ether, 53, 90 ORCINOL MONOMETHYL ETHER, 53,... 

Orcinol dimethyl ether Orcinol monomethyl ether >240 153,328... 

A. Orcinol Dimethyl Ether. In a 1-1. three-necked flask fitted with a mechanical stirrer, a condenser, and a 100-ml. dropping funnel are placed 124 g. (0.9 mole) of anhydrous... 

B. Orcinol Monomethyl Ether. In a 1-1. three-necked flask equipped with a magnetic stirrer, a condenser, a dropping funnel, and a nitrogen inlet are placed 250 ml. of dry dimethyl-formamide (Note 6) and 22 g. (0.55 mole) of sodium hydride (60% oil dispersion). The suspension is stirred under an atmosphere of dry nitrogen and cooled with an ice bath while a solution of 31 g. (37 ml., 0.50 mole) of ethanethiol (Note 7) in 150 ml. of dry dimethylformamide (Note 6) is added slowly from the dropping funnel over a period of 20 minutes. The ice bath is removed and stirring is continued for an additional 10 minutes. A solution of 38.0 g. (36.5 ml., 0.25 mole) of orcinol dimethyl ether in 100 ml. of dry dimethylformamide (Note 6) is added in one lot, and the mixture is refluxed under an atmosphere of dry nitrogen for 3 hours (Notes 8 and 9), The mixture... 

V.p.c. analysis of the product on two columns (silicone gum rubber SE-30 and OV-1) indicated the presence of traces of two other compounds with retention times longer than that of orcinol dimethyl ether. These impurities, which were most likely C-methylated materials,2 totaled less than 0.5% of the product. 

Octene-l-al, 38,62 2-Octenes, 303 2-Octylamine, 554 4-Octyne, 96 2-Octyne-l-ol, 62 4-Octyne-3-one, 96 Olefin inversion, 303-304 Olefin methathesis, 570 Orcinol dimethyl ether, 465 Orcinol monomethyl ether, 465 Osmium tetroxide, 31,575,576 Osmium tetroxide-Potassium chlorate, 361... 

Also obtained (by-product) by reaction of acetyl chloride on orcinol dimethyl ether with aluminium chloride in carbon disulfide (3%) [2694]. 

Obtained by reaction of acetyl chloride with orcinol dimethyl ether [4158],... 

Also obtained by reaction of phenylacetyl chloride with orcinol dimethyl ether in the presence of aluminium chloride [5369]. m.p. 110° [5336]. 

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