(Dimethyl sulfide)trihydroboron → HCID 178462225, compound

Participants

Reaction Steps

11.5 ml (115 mmol) of borane-dimethyl sulphide adduct were added dropwise at 20° C. to a solution of 30.0 g (111 mmol) of 1,1'-diacetylferrocene and 13.5 ml (13.5 mmol, 0.12 eq) of catalyst (S)-III (R6 =CH3) in 200 ml of tetrahydrofuran over a period of 45 minutes. After 1 hour at 20°-25° C., the reaction mixture was poured while stirring vigorously onto about 600 ml of ice/water and stirred for 0.5 hour. The aqueous phase was subsequently extracted three times with 200 ml each time of tert-butyl methyl ether, the combined organic phases were dried over magnesium sulphate and evaporated in a high vacuum. This gave 32.7 g (107%) of the crude title compound. This crude product can be used without further purification for the further reactions. Recrystallization from hexane gave (R,R)-1,1'-bis(1-hydroxyethyl)ferrocene as a yellow crystalline solid.

Provenance & Evidence