HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
Dimethylformamide → 5-Bromo-2-[(2S)-oxiran-2-ylmethoxy]benzaldehyde
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | Dimethylformamide | HCID 6228 | — |
| Edukt | Potassium Carbonate | HCID 11430 | — |
| Edukt | 5-Bromosalicylaldehyde | HCID 72863 | — |
| Edukt | Oxiranemethanol, 4-methylbenzenesulfonate, (S)- | HCID 153296 | — |
| Lösungsmittel | Water | HCID 962 | — |
| Produkt | 5-Bromo-2-[(2S)-oxiran-2-ylmethoxy]benzaldehyde | HCID 86652941 | 107,6% |
Reaktionsschritte
Preparation according to Preparation 1 using 5-bromo-2-hydroxybenzaldehyde (6 g, 30 mmol), (S)-glycidyltosylate (8.2 g, 36 mmol), K2CO3 (4.9 g, 36 mmol) and DMF (12 ml). Water (100 ml) was added and the solution was extracted with EtOAc (3×100 ml). The combined organic phases were washed with LiCl (5%, 100 ml), HCl (1 N, 100 ml), brine, were dried and concentrated to give the crude title compound (8.3 g). MS m/z (rel. intensity, 70 eV) 257 (M+, 38), 256 (M+, 39), 200 (bp), 199 (87), 57 (88).
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US08524766B2 |
| Quelldatensatz | uspto-grants-2013_09 |
| ORD ID | ord-03d4c742822045a0b1b79b9068c24fe4 |
| Quellennotiz | uspto-grants-2013_09 |