Iodine → Tributyl(2-methylprop-1-en-1-yl)stannane

Temperatur

25 °C

A suspension of magnesium (2.64 g, 110 mmol) in dry tetrahydrofuran (60 mL) was treated with a small amount of iodine and then 1-bromo-2-methylpropene (13.5 g, 100 mmol) in tetrahydrofuran (30 mL) was added in several portions. The mixture was heated under reflux for 3 min. The mixture was cooled to 25° C. and then treated with iodomethane (0.2 mL, 3.0 mmol). The reaction mixture was stirred at 25° C. for 30 min and then heated under reflux for 2 h until all the magnesium was consumed. The mixture was cooled to 25° C. then treated with a solution of tributyltin chloride (27 mL, 100 mmol) in tetrahydrofuran (30 mL). The mixture was heated under reflux for 19 h and then cooled to 25° C. The solution was extracted with diethyl ether and a saturated aqueous ammonium chloride solution. The organic layer was dried over sodium sulfate, filtered, and concentrated in vacuo to afford isobutenyltri-n-butyltin (31.95 g) as a crude oil. The 1H-NMR data of the crude oil indicated 58% purity of the desired isobutenyltri-n-butyltin.

1. temperatureThe mixture was heated
2. temperatureunder reflux for 3 min
3. temperatureheated
4. customwas consumed
5. temperatureThe mixture was cooled to 25° C.
6. temperatureThe mixture was heated
7. temperatureunder reflux for 19 h
8. temperaturecooled to 25° C
9. extractionThe solution was extracted with diethyl ether
10. dry with materialThe organic layer was dried over sodium sulfate
11. filtrationfiltered
12. concentrationconcentrated in vacuo

ORD-Eintrag

ord-5ef7364bc45543dd811905220a103e2e

Quelldatensatz

uspto-grants-2006_11

DOI

10.6084/m9.figshare.5104873.v1

Patentnummer

US07132425B2