HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → HCID 23087566, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | 2-Dimethylaminopyridine | HCID 21885 | — |
| Reactant | tert-Butyldimethylsilyl chloride | HCID 28928 | — |
| Reactant | 5-bromo-2,3-dihydro-1H-inden-1-ol | HCID 13486299 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 23087566 | HCID 23087566 | — |
Reaction Steps
To a solution of 5-bromo-2,3-dihydro-1H-inden-1-ol (1 g, 4.69 mmol), triethylamine (1.44 mL, 10.3 mmol) and dimethylaminopyridine (0.12 g, 0.94 mmol) in DCM (20 mL) at 0° C. was added TBSCl (1.56 g, 5.16 mmol). The reaction mixture was allowed to reach room temperature overnight, and then was quenched with a saturated solution of sodium bicarbonate (20 mL). The phases were separated and the aqueous layer was extracted twice with DCM (2×20 mL). The organics layers were combined, washed with brine, dried over magnesium sulfate, filtered and concentrated under reduced pressure. The crude material was purified on silica eluting with Et2O and pentane to afford the title compound.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09133157B2 |
| Source dataset | uspto-grants-2015_09 |
| ORD ID | ord-9db120b802c34f2eb1d6e98b6d2a2a0e |
| Source note | uspto-grants-2015_09 |