Tributyltin Chloride → 5-(Tributylstannyl)-1,3-thiazole

Temperature

-78 °C

n-Butyllithium (1.6M, 4.95 mL, 7.88 mmol) was added to a solution of 2-trimethylsilylthiazole (826 mg, 5.25 mmol) in anhydrous ether (45 mL) stirred at −78° C. under nitrogen. After 20 min, tri-n-butylstannyl chloride (2.57 g, 7.88 mmol) was added, then the solution was allowed to warm to room temperature, and stirred for another 1 h. The mixture was quenched and washed with 1N sodium hydroxide, dried through MgSO4, and then the solvent was evaporated to give a brown oily residue. The residue of 2-trimethylsilyl-5-tributylstannyl-thiazole was passed through a column of neutral alumina eluting with a gradient of ammoniated methanol in chloroform to give the sub-title compound as a yellow oil (1.5 g).

1. temperatureto warm to room temperature
2. stirringstirred for another 1 h
3. customThe mixture was quenched
4. washwashed with 1N sodium hydroxide
5. dry with materialdried through MgSO4
6. customthe solvent was evaporated
7. customto give a brown oily residue

ORD record

ord-6b5fee7bc3fe4ed3af360c84307d30ed

Source dataset

uspto-grants-2008_08

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US07417050B2