1,1-Dibromoethane → Tributyl-(4-ethylphenyl)stannane

To a solution of magnesium (896 mg) in tetrahydrofuran (20 ml) was added dibromoethan (0.1 ml), and the mixture was stirred at room temperature for 15 minutes. Thereto was added dropwise a solution of 1-bromo-4-ethylbenzene (5.7 g) in tetrahydrofuran (20 ml), and subsequently, the mixture was stirred at room temperature for one hour. The reaction mixture was cooled to −78° C., and thereto was added dropwise tributyltin chloride (9.49 g). The mixture was stirred at the same temperature for 30 minutes, and then at room temperature for one hour. To the reaction mixture were added 10% aqueous potassium fluoride solution and ethyl acetate, and the mixture was stirred at room temperature for 30 minutes. Insoluble materials were filtered off. The organic layer of the filtrate was washed with water and brine successively, and dried over sodium sulfate. The solvent was evaporated under reduced pressure and the residue was purified by alumina column chromatography (hexane) to give the desired tri-n-butyl(4-ethylphenyl)tin (10.7 g) as colorless oil. EI-Mass m/Z 337 (M-Bu).

1. stirringsubsequently, the mixture was stirred at room temperature for one hour
2. temperatureThe reaction mixture was cooled to −78° C.
3. stirringThe mixture was stirred at the same temperature for 30 minutes
4. waitat room temperature for one hour
5. stirringthe mixture was stirred at room temperature for 30 minutes
6. filtrationInsoluble materials were filtered off
7. washThe organic layer of the filtrate was washed with water and brine successively
8. dry with materialdried over sodium sulfate
9. customThe solvent was evaporated under reduced pressure
10. customthe residue was purified by alumina column chromatography (hexane)

ORDレコード

ord-8fc2004b953e4e50b62929aa4fd2ac9a

出典データセット

uspto-grants-2012_06

DOI

10.6084/m9.figshare.5104873.v1

特許番号

US08202984B2