Chlorotrimethylsilane → (1-Isobutoxy-2-methyl-propenyloxy)-trimethyl-silane

温度

0 °C

Step 1 To a solution of diisopropylamine (2.94 mL, 20.8 mmol) in THF (20 mL) under nitrogen at 0° C. was added nBuLi (2.5M in hexanes, 8.32 mL, 20.8 mmol, 1 eq.) and the solution stirred at 0° C. for 30 min. The solution was cooled to −78° C. and then a solution of isobutylisobutyrate (3.49 mL, 20.8 mmol) in THF (6 mL) was added dropwise and then the reaction stirred at −78° C. for 1 h. TMS-Cl (3.19 mL, 25 mmol) was then added dropwise and the reaction allowed to warm to room temperature over 3 h. The reaction was quenched with ice-water (20 mL) and EtOAc (20 mL) was added. The organic phase was washed with water (10 mL) and then brine (10 mL) before it was dried (MgSO4), filtered and concentrated to give (1-isobutoxy-2-methyl-propenyloxy)-trimethyl-silane (3.5 g) used crude in the next reaction.

1. temperatureThe solution was cooled to −78° C.
2. stirringthe reaction stirred at −78° C. for 1 h
3. temperatureto warm to room temperature over 3 h
4. customThe reaction was quenched with ice-water (20 mL) and EtOAc (20 mL)
5. additionwas added
6. washThe organic phase was washed with water (10 mL)
7. dry with materialbrine (10 mL) before it was dried (MgSO4)
8. filtrationfiltered
9. concentrationconcentrated

ORDレコード

ord-0a0157e6eee140748b6d58787acb1562

出典データセット

uspto-grants-2015_09

DOI

10.6084/m9.figshare.5104873.v1

特許番号

US09145354B2