Sodium phosphate (Na3(PO4)2) → 3-(Butoxyphosphoryl)-5-(tributylstannyl)-thiophene

Participants

Reaction Conditions

Reaction Steps

In THF, 8.48 g (9.90 mmols) of 3-(dibutoxyphosphoryl)-2,5-bis(tributylstannyl)thiophene was dissolved and cooled down to −78° C. Commercially available n-butyl lithium (1.59 M hexane solution, 10.9 mmols) was slowly dropped, followed by stirring for 1 hour at a standing temperature. Thereafter, a disodium hydrogen phosphate/sodium dihydrogen phosphate buffer solution, adjusted to pH=7, was added, 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 ethyl acetate:hexane=1:10 with ethyl acetate:hexane=1:2) to obtain the specified substance in the form of a transparent oil at a yield of 4.64 g (yield: 83%). The thus obtained substance was used as it is for reaction in Example 12(18).

Provenance & Evidence