HuagongsheHuagongshe Chemistry Print Report · For research reference only
Dichloromethane → (2R)-8-Fluoro-2,3-dihydro-benzo[1,4]dioxin-2-ylmethyl 4-methylbenzenesulfonate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Dichloromethane | HCID 6344 | — |
| Reactant | o-Toluenesulfonyl chloride | HCID 8623 | — |
| Reactant | [(2S)-8-Fluoro-2,3-dihydro-1,4-benzodioxin-2-YL]methanol | HCID 54461939 | — |
| Catalyst | 4-(Dimethylamino)pyridine | HCID 14284 | — |
| Product | (2R)-8-Fluoro-2,3-dihydro-benzo[1,4]dioxin-2-ylmethyl 4-methylbenzenesulfonate | HCID 10759436 | — |
Reaction Steps
Preparation according to Preparation 22 using [(2S)-8-fluoro-2,3-dihydro-1,4-benzodioxin-2-yl]methanol (7.05 g, 38.0 mmol), toluenesulfonyl chloride (10.9 g, 57 mmol), TEA (8.0 ml, 57 mmol) and 4-DMAP (4.7 g, 38.0 mmol) in DCM (75 ml), stirred for 1.5 h. Flash column chromatography yielded 11.9 g of the title compound. MS m/z (rel. intensity, 70 eV) 184 (90), 153 (43), 139 (29), 128 (bp), 57 (25).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08524766B2 |
| Source dataset | uspto-grants-2013_09 |
| ORD ID | ord-dc7db1bed65a49a697f7dc2bacc6624c |
| Source note | uspto-grants-2013_09 |