Diisopropylamine → HCID 86638418, compound

Participants

Reaction Conditions

Reaction Steps

Commercially available n-butyl lithium (1.59 M hexane solution, 45.0 mmols) was slowly dropped in a THF solution of 4.55 g (45.0 mmols) of commercially available diisopropylamine, cooled to −78° C. After stirring for 1 hour, this solution was slowly dropped in a separately prepared solution, cooled to −78° C., of 4.97 g (18.0 mmols) of 3-(dibutoxyphosphoryl)thiophene dissolved in THF, followed by stirring for 2 hours at a standing temperature. Thereafter, 14.6 g (45.0 mmols) of commercially available tributylstannyl chloride was dropped, followed by stirring for 4.5 hours. After completion of the reaction, a disodium hydrogen phosphate/sodium dihydrogen phosphate buffer solution, adjusted to pH=7, was added so as to complete the reaction, followed by extraction with ethyl acetate. The organic phase was washed with a saturated saline solution and dried over anhydrous sodium sulfate. The solvent was removed by distilling off under reduced pressure, and the resulting crude product was purified with a silica gel column (gradiated from hexane with ethyl acetate:hexane=1:10) to obtain the specified substance in the form of a transparent oil at a yield of 12.35 g (yield: 80%). The thus obtained substance was used as it is for reaction in Example 12(17).

Provenance & Evidence