HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → 7-Methoxybenzofuran-3-yl trifluoromethanesulfonate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Trifluoromethanesulfonic anhydride | HCID 67749 | — |
| Reactant | 7-Methoxy-2,3-dihydro-1-benzofuran-2-one | HCID 22326942 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | 7-Methoxybenzofuran-3-yl trifluoromethanesulfonate | HCID 20827133 | 94.5% |
Reaction Steps
To a cold solution (−20° C.) of 3.3 g (20 mmol) 7-methoxy-benzofuranone in 30 mL methylene chloride was added 8.3 mL (6.0 mmol) of triethylamine. To the cold mixture, a solution of 8.5 g (30 mmol) of triflic anhydride in 20 ml of methylene chloride was added dropwise. The temperature was kept at −20° C. or 1 hour. The reaction was then quenched with 100 mL of saturated aqueous sodium bicarbonate aand extracted with methylene chloride (2×150 mL). The combined organic extracts were dried over magnesium sulfate and concentrated in vacuum to give 5.6 g of the desired product. MS (ES) m/z (relative intensity): 265 (M+H, 100);
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06939877B2 |
| Source dataset | uspto-grants-2005_09 |
| ORD ID | ord-d9916e5142e04c089d9d4cf70beb9d79 |
| Source note | uspto-grants-2005_09 |