Methanol → HCID 15462816, compound

Participants

Reaction Conditions

Reaction Steps

In a 2-L three-neck flask, the product of step (2) (100.00 g) was dissolved in tetrahydrofuran (500 ml) by using a stirrer and cooled on a water bath so that the inside temperature became 2-3° C. To the resultant solution, a borane-tetrahydrofuran complex—1 M tetrahydrofuran solution (532 ml) was added by using a syringe. After stirring for one hour at 5° C., the mixture was further stirred for four hours at room temperature, to thereby obtain an almost colorless reaction mixture. The reaction mixture was cooled again on a water bath, and methanol (100 ml) was added gradually thereto by using a pipette, to dissolve the excessive borane-tetrahydrofuran complex. After completion of hydrogen gas generation, the reaction mixture was removed from the water bath and stirred for one hour during the temperature was returned to room temperature. Extremely small quantities of impurities such as fibers of filter were removed through suction-filtered and the solvent was removed under reduced pressure. To the residue was added methanol (300 ml) before drying, to thereby crystallize the residue. About one half in volume of methanol was removed under reduced pressure, to thereby yield a colorless mud-like product. The product was added to water (1 L) and the resultant solution was stirred. Crystals in the solution were suction-filtered, washed with water, and air-dried for three days, to thereby yield the target product (97.12 g). This product was submitted directly to the next reaction without further purification.

Provenance & Evidence