Water → 2-(3-Hydroxymethylthiophen-2-yl)ethanol

Participants

Reaction Steps

In a dried vessel, 600 mg of lithium aluminum hydride was charged under a nitrogen atmosphere, and then 26 mL of anhydrous tetrahydrofuran was added thereto. To the resulting suspension, a solution of 2.8 g of the compound obtained in Example 1 dissolved in 10 mL of tetrahydrofuran was added over about 5 minutes. The resulting mixture was stirred at room temperature for 1 hour, and then refluxed for 1 hour. The reaction solution was cooled to 0° C., and 0.5 mL of water, 0.5 mL of 15% sodium hydroxide aqueous solution, and 4 mL of water were added thereto slowly in succession. The resulting mixture was stirred for about 1 hour, and the insoluble materials was filtered and washed with 30 mL of tetrahydrofuran. Combined filtrate was concentrated by evaporation under reduced pressure to obtain 1.8 g (yield of 87%) of oily title compound.

Provenance & Evidence