Water → HCID 15232557, compound

Participants

Reaction Steps

In 10 ml of THF was dissolved 1.37 g (3.76 mmole) of the 5-hydroxy-2-methyl-2-tosylamino-3-dodecyne obtained in Reference Example 1, and a THF solution of ethylmagnesium bromide (8.27 mmole) was added thereto, followed by stirring for 40 minutes. To the mixture was added dropwise 0.668 ml (8.65 mmole) of methyl chloroformate, and stirring was further continued for 50 minutes. Water was added thereto, and the mixture was extracted with ethyl acetate. The extract was washed successively with a hydrochloric acid aqueous solution, a sodium hydrogencarbonate aqueous solution, and water, and then dried. The solvent was removed by distillation, and the residual oily substance was purified by column chromatography to obtain 1.37 g (percent yield: 86%) of 5-methoxycarbonyloxy-2-methyl-2-tosylamino-3-dodecyne.

Provenance & Evidence