HuagongsheHuagongshe Chemistry Print Report · For research reference only
Dichloromethane → (2-Bromoethoxy)-tert-butyldimethylsilane
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Dichloromethane | HCID 6344 | — |
| Reactant | 2-Bromoethanol | HCID 10898 | — |
| Reactant | tert-Butyldimethylsilyl chloride | HCID 28928 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | (2-Bromoethoxy)-tert-butyldimethylsilane | HCID 3608067 | 77.5% |
Reaction Steps
To a solution of 2-bromoethanol (3.4 mL, 48.34 mmol) in dry DCM (25 mL) imidazole (9.86 g, 143 mmol) and tert-butylchlorodimethylsilane (10.9 gm, 72.52 mmol) were added at 0° C. The reaction mixture was stirred at r.t. for 24 h. After completion of reaction, as confirmed by TLC, the reaction mixture was diluted with ethylacetate (350 mL) and washed with water (4×20 mL). The organic layer was dried over anhydrous Na2SO4 and volatiles were evaporated in vacuo. The residue obtained was purified by column chromatography (silica gel, 0.2:9.8 Ethyl acetate:Pet. Ether) to afford title compound (204 mg, 77.5%) as liquid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09018249B2 |
| Source dataset | uspto-grants-2015_04 |
| ORD ID | ord-6a1b79667c964a5893bb715df868ffa1 |
| Source note | uspto-grants-2015_04 |