HuagongsheHuagongshe Chemistry Print Report · For research reference only
Potassium Carbonate → 1-(5-Bromo-3-fluoro-2-[(2R)-oxiran-2-ylmethoxy]phenyl) ethanone
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | Glycidyl tosylate, (R)- | HCID 154187 | — |
| Reactant | 1-(5-Bromo-3-fluoro-2-hydroxyphenyl)ethan-1-one | HCID 57515846 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | 1-(5-Bromo-3-fluoro-2-[(2R)-oxiran-2-ylmethoxy]phenyl) ethanone | HCID 86652945 | 39.9% |
Reaction Steps
Preparation according to Preparation 1 using 1-(5-bromo-3-fluoro-2-hydroxyphenyl)ethanone (16.8 g, 72 mmol), (R)-glycidyltosylate (18.1 g, 79 mmol), K2CO3 (15.0 g, 108 mmol) and DMF (60 ml). The combined organic phases were washed with LiCl (5%), HCl (1 N). Flash column chromatography (isooctane/EtOAc) yielded the title compound (8.3 g). MS m/z (rel. intensity, 70 eV) 290 (M+, 9), 288 (M+, 9), 217 (bp), 81 (47), 57 (46).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08524766B2 |
| Source dataset | uspto-grants-2013_09 |
| ORD ID | ord-c4f7e5f0653e424aadb321dbd738c539 |
| Source note | uspto-grants-2013_09 |