Toluene → HCID 13080730, compound

Participants

Reaction Conditions

Reaction Steps

An anhydrous toluene (315 mL) solution of the compound 1 (68.4 g) was cooled to around −60° C. in a dry ice-methanol bath, and then a diisobutyl aluminum hydride/toluene solution (0.99M, 209 mL) was added dropwise over 33 minutes. The mixture was stirred for 2 hours, and then to the reaction mixture was added dropwise methanol (3.2 mL) at −65° C. over 3 minutes to stop the reaction. The reaction liquid was raised to around 0° C., and water was then added dropwise in two parts (18.5 mL+18 mL) while the mixture was stirred. Thereto was added anhydrous sodium sulfate (7.4 g), and the mixture was stirred at room temperature for 1 hour, and filtered with Celite (trade name). The solid that was filtered off was washed with tetrahydrofuran (160 mL), and concentrated to obtain a titled compound (70.7 g) having the following physical property values.

Provenance & Evidence