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The preparation of monoalkyl ether diethylene glycol esters and monoalkyl ether triethylene glycol esters of salicylic and 4-nitrosalicylic acids. I

Š. Kováč

Slovak Technical University, Bratislava

 

Abstract: Monoalkyl ethers of diethylene and triethylene glycol were prepd. by an improved method from alkyl halides and Na monoglycolate in very good yield. From salicyloyl chloride (from salicylic acid and SOCl2 in the presence of AlCl3 or TiCl4), the monoalkyl ether diethylene glycol esters and monoalkyl ether triethylene glycol esters of salicylic acid were prepd. (b.p./mm. and n given): diethylene glycol salicylate, 175-6°/0.8, 1.4533 (Me ether, 142-4°/1, 1.5202; Et ether, 162-4°/1, 1.5124; Pr ether, 167-9°/1, 1.5071; iso-Pr ether, 158-60°/1, 1.5066; Bu ether, 174-6°/1, 1.5034); triethylene glycol salicylate, 210-2°/1, 1.5255 (Me ether, 182-4°/1, 1.5127; Et ether, 188-90/1°, 1.5067; Pr ether, 196-7°, 1.5011; iso-Pr ether, 186-8°/1, 1.4998; Bu ether, 202-4°, 1.4962). 4-Nitrosalicyloyl chloride was prepd. from 4-nitrosalicylic acid and SOCl2 in the presence of AlCl3 or TiCl4.

Full paper in Portable Document Format: 710a659.pdf (in Slovak)

 

Chemical Papers 7 (10) 659–675 (1953)

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