Methyl isobutyrate → HCID 16062603, compound

Participants

Reaction Conditions

Reaction Steps

Under argon gas atmosphere, 2.86 g (28 mmol) of methyl isobutyrate was dissolved in 25 ml of THF, and the solution was cooled to −78° C. To the solution was slowly added dropwise (for 10 minutes) 14.0 ml (28 mmol) of lithium diisopropylamide (Aldrich, a 2.0M heptane/THF/ethylbenzene solution thereof). While the mixture was gradually warmed (for 1 hour), the solution of 8.9 g of dimethylbismuthanyl bromide synthesized in Synthesis Example 6 in 25 ml of THF was added dropwise within the range of −40° C. to −30° C. to the mixture. Thereafter, the reaction solution was stirred until the solution temperature reached 0° C. (for 1 hour). The solids precipitated in the reaction solution were filtered off with quartz wool, THF was removed under reduced pressure, and the product was distilled under reduced pressure, giving 4.45 g of yellow oily material (46.7% yield, bp 59° C./2.0 mmHg). It was confirmed that the product was the desired one by MS (GCMS), 1H-NMR and 13C-NMR.

Provenance & Evidence