Ethoxy-1,4-hexadiyne

Distillation of the residue gave 1-ethoxy-l,4-hexadiyne, b.p. 50°C/15 timHg,... 

To a mixture of 25 ml of water and 3 ml of 95% sulfuric acid were added 40 ml of DMSO. The mixture was cooled to 10°C and 0.20 mol of l-ethoxy-l,4-hexadiyne (see Chapter III, Exp. 51) was added with vigorous stirring in 15 min. During this addition, which was exothermic, the temperature of the mixture was kept between 20 and 25 0. After the addition stirring was continued for 30 min at 3S C, then 150 ml of water were added and six extractions with diethyl ether were carried out. The combined extracts were washed with water and dried over magnesium sulfate. Evaporation of the solvent in a water-pump vacuum, followed by distillation through a 25-cm... 

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