HuagongsheHuagongshe Chemistry Print Report · For research reference only
Carbon tetrabromide → (4-(2-Bromoethyl)-3,5-difluorophenoxy)triisopropylsilane
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Carbon tetrabromide | HCID 11205 | — |
| Reactant | Triphenylphosphine | HCID 11776 | — |
| Reactant | 2-(2,6-Difluoro-4-(triisopropylsilyloxy)phenyl)ethanol | HCID 68228385 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | (4-(2-Bromoethyl)-3,5-difluorophenoxy)triisopropylsilane | HCID 68004578 | 67.1% |
Reaction Steps
PPh3 (1.11 g, 4.24 mmol) was added to a cooled (0° C.) solution of CBr4 (0.92 g, 237 mmol) in DCM (15 mL). After stirring for 15 minutes, a solution of PMW04155 (0.70 g, 2.12 mmol) in DCM (5 mL) was added and the reaction mixture was stirred for 1 h, then allowed to warm to room temperature and stirred for 2 h. The solvent was removed in vacuo and the residue was purified using the Combiflash system (EtOAc/PE) to give the title compound (0.56 g, 67%) as a colourless oil; 1H NMR (270 MHz, CDCl3) 1.05-1.32 (21H, m, 6×CH3,3×CH), 3.13 (2H, t, J=7.7, CH2), 3.48 (2H, t, J=7.7, CH2), 6.34-6.45 (2H, m, ArH).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08846737B2 |
| Source dataset | uspto-grants-2014_09 |
| ORD ID | ord-4ce4c439488f4cbaa115d6f9b4dbd859 |
| Source note | uspto-grants-2014_09 |