Triethylamine → HCID 67274011, compound

Participants

Reaction Conditions

Reaction Steps

Under an argon atmosphere a solution of 9.59 g (30.7 mmol) 3-(4-benzyloxy-3-ethyl-5-methyl-phenyl)-2-oxo-propionic acid in 25 mL THF was combined with 4.26 mL (31.0 mmol) triethylamine, stirred for 5 min and cooled to -30° C. (internal temperature). A solution of 19.7 g (61.0 mmol) (1 R)-B-chlorodiisopinocampheylborane in 35 mL was added dropwise and after the addition had ended the reaction solution was stirred for 30 min without cooling. 15 mL of 4 N NaOH were added (temperature increase to 20° C.), the mixture was stirred for another 5 min, cooled to 0° C., combined with 50 mL MTBE and stirred for 20 min. The organic phase was separated off and dried on Na2SO4. After the elimination of the desiccant and solvent the residue was reacted further without any purification.

Provenance & Evidence