Tributylstannane → Tributyl(3,3,3-trifluoroprop-1-en-2-yl)stannane

温度

-10 °C

A 2M solution of LDA in tetrahydrofuran (7.5 ml, 15 mmole) was added to tetrahydrofuran (5 ml) at −5° C. To this solution was added tri-n-butylstannane (4.36 g, 15 mmole) dropwise and the mixture was left to stir for 20 min. In a second flask, copper(I)iodide (1.43 g, 7.5 mmoles) was suspended in tetrahydrofuran (5 ml). The flask was cooled to −10° C. and the lithium tri-n-butylstannane solution was then transferred dropwise via a syringe to the copper(I)iodide suspension. The mixture was stirred at −10° C. for 0.5 h, cooled to −78° C. then treated dropwise with 2-bromotrifluoropropene (1.32 g, 7.5 mmole). Stirring was continued for a further 0.5 h followed by 1 h at room temperature. Volatiles were removed in vacuo and the residue was dissolved in ether (100 ml), filtered and the solvent was removed to give an oil. Purification was by distillation. The fraction boiling at 114° C./4.6 mbar was collected to give the title compound (2.16 g, 75%).

1. waitthe mixture was left
2. stirringThe mixture was stirred at −10° C. for 0.5 h
3. temperaturecooled to −78° C.
4. stirringStirring
5. waitwas continued for a further 0.5 h
6. waitfollowed by 1 h at room temperature
7. customVolatiles were removed in vacuo
8. dissolutionthe residue was dissolved in ether (100 ml)
9. filtrationfiltered
10. customthe solvent was removed
11. customto give an oil
12. customPurification
13. distillationwas by distillation
14. customThe fraction boiling at 114° C./4.6 mbar was collected

ORDレコード

ord-c89bfdaa257b497dae74da3047358f45

出典データセット

uspto-grants-2011_03

DOI

10.6084/m9.figshare.5104873.v1

特許番号

US07902224B2