HuagongsheHuagongshe Chemistry Print Report · For research reference only
Phosphorus tribromide → (4-Bromomethyl-2-methyl-benzyloxy)-tert-butyl-diphenyl-silane
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Phosphorus tribromide | HCID 24614 | — |
| Reactant | [4-[(Tert-butyl(diphenyl)silyl)oxymethyl]-3-methyl-phenyl]methanol | HCID 67087256 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | (4-Bromomethyl-2-methyl-benzyloxy)-tert-butyl-diphenyl-silane | HCID 58230580 | 87% |
Reaction Steps
To a stirred solution of [4-[(tert-butyl(diphenyl)silyl)oxymethyl]-3-methyl-phenyl]methanol (0.3 g, 0.76 mmol) in DCM (30 mL) is added phosphorus tribromide (0.072 mL, 0.76 mmol) at 0° C. and the reaction mixture is stirred for 1 hour. The reaction mixture is diluted with dichloromethane (50 mL), washed with aqueous sodium bicarbonate solution, dried over magnesium sulphate, and concentrated under vacuum to give the title compound as a light yellow liquid (0.3 g, crude). ESI/MS m/z 438.1 (M+H)+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08383642B2 |
| Source dataset | uspto-grants-2013_02 |
| ORD ID | ord-c28f992fa71246a09c9cec71d78e2de0 |
| Source note | uspto-grants-2013_02 |