HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → 5-(Chloromethyl)-2,3-dihydro-1-benzofuran
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Methanesulfonyl chloride | HCID 31297 | — |
| Reactant | (2,3-Dihydro-1-benzofuran-5-yl)methanol | HCID 2776158 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | 5-(Chloromethyl)-2,3-dihydro-1-benzofuran | HCID 11789614 | 100% |
Reaction Steps
To a solution of (2,3-dihydrobenzo[b]furan-5-yl)methanol (1.5 g, 10 mmol) in dichloromethane (10 mL) were added under ice-cooling triethylamine (1.67 mL, 12 mmol) and methanesulfonyl chloride (0.85 mL, 10 mmol) and the mixture was stirred at room temperature for 1 h. The solvent was evaporated under reduced pressure and the obtained residue was dissolved in ethyl acetate. The organic layer was washed with saturated brine and dried over anhydrous sodium sulfate. The solvent was evaporated under reduced pressure to give an almost pure title compound (1.6 g, 100%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07087597B1 |
| Source dataset | uspto-grants-2006_08 |
| ORD ID | ord-481ec1a85eb24912b47c7efbb63a5f15 |
| Source note | uspto-grants-2006_08 |