HuagongsheHuagongshe Chemistry Print Report · For research reference only
Potassium Carbonate → [(2S)-5-Chloro-7-(methylsulfonyl)-2,3-dihydro-1,4-benzodioxin-2-YL]methanol
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | L-Proline | HCID 145742 | — |
| Reactant | Sodium methanesulfinate | HCID 2733271 | — |
| Reactant | (7-Bromo-5-chloro-2,3-dihydro-1,4-benzodioxin-2-yl)methanol | HCID 66878380 | — |
| Catalyst | Copper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI) | HCID 24350 | — |
| Solvent | Dimethyl Sulfoxide | HCID 679 | — |
| Product | [(2S)-5-Chloro-7-(methylsulfonyl)-2,3-dihydro-1,4-benzodioxin-2-YL]methanol | HCID 67199583 | — |
Reaction Steps
Preparation according to Preparation 9 using (7-bromo-5-chloro-2,3-dihydro-1,4-benzodioxin-2-yl)methanol (1.07 g, 3.8 mmol), sodium methanesulfinate (85%) (0.6 g, 5.7 mmol), CuI (0.07 g, 0.4 mmol), L-proline (0.09 g, 0.8 mmol) and K2CO3 (0.04 g, 0.8 mmol) in DMSO (10 ml). Yield (0.33 g). MS m/z (rel. intensity, 70 eV) 280 (38), 278 (M+, bp), 247 (35), 207 (18), 57 (18).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08524766B2 |
| Source dataset | uspto-grants-2013_09 |
| ORD ID | ord-0ece50623a5445479e4fa7e301468022 |
| Source note | uspto-grants-2013_09 |