HuagongsheHuagongshe Chemistry Print Report · For research reference only
Diethyl Ether → tert-Butyl-(3-chloromethylsulfanyl-phenoxy)-dimethyl-silane
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Diethyl Ether | HCID 3283 | — |
| Reactant | Bromochloromethane | HCID 6333 | — |
| Reactant | 1,8-Diazabicyclo(5.4.0)undec-7-ene | HCID 81184 | — |
| Reactant | Potassium bisulfate | HCID 516920 | — |
| Reactant | 3-[[(1,1-Dimethylethyl)dimethylsilyl]oxy]benzenethiol | HCID 21976868 | — |
| Product | tert-Butyl-(3-chloromethylsulfanyl-phenoxy)-dimethyl-silane | HCID 58734012 | — |
Reaction Steps
DBU (914 mg, 6.0 mmol) was added to a solution of 3-(tert-Butyl-dimethyl-silanyloxy)-benzenethiol (1.00 g, 4.16 mmol) in bromo-chloro methane (5 ml) at room temperature. Stirring was continued for 2 hours and Et2O (50 ml) and 2M KHSO4 (30 ml) were added. The organic layer was separated, washed with 2M KHSO4 (30 ml) and brine (30 ml), dried (Na2SO4) and concentrated under reduced pressure. The resulting oil was analysed by 1H-NMR spectroscopy and was used without further purification. Yield: 1.01 g (84%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08148415B2 |
| Source dataset | uspto-grants-2012_04 |
| ORD ID | ord-1507da1f180a4e8ea82054e9c26f141d |
| Source note | uspto-grants-2012_04 |