Diisobutylaluminum hydride → HCID 44556602, compound

Participants

Reaction Conditions

Reaction Steps

A solution of 3.00 g of 136 (6.61 mmol) in 15 ml of anhydrous CH2Cl2 was cooled to −78° C. in an annealed three-necked flask equipped with a dropping funnel and added dropwise with 12.5 ml of DIBAL-H (12.5 mmol, 2.2 eq., 1 M/hexane). After stirring for two hours at −78° C., the reaction was terminated by adding 1 ml of isopropanol, added with 20 ml of K—Na tartrate solution (1.77 M) and slowly thawed to room temperature. After separating the two phases, the aqueous phase was additionally extracted with 3×50 ml of MTBE, and the combined organic phases were dried over MgSO4. After filtration over a short silica gel column (eluted with EE/CH 1:3), the filtrate was concentrated to obtain 204 as a slightly yellowish oil which was further reacted without purification. Yield: 2.92 g (6.41 mmol, 97%).

Provenance & Evidence