HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
2'-Hydroxyacetophenone → 2-acetylphenyl 2,3,4-tri-O-acetyl-5-thio-beta-D-xylopyranoside
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | 2'-Hydroxyacetophenone | HCID 8375 | — |
| Edukt | 2,3,4-Tri-o-acetyl-5-thioxylopyranosyl bromide | HCID 11382683 | — |
| Katalysator | Zincchloride | HCID 3007855 | — |
| Katalysator | Silver imidazolate | HCID 10931941 | — |
| Lösungsmittel | Acetonitrile | HCID 6342 | — |
| Lösungsmittel | Dichloromethane | HCID 6344 | — |
| Produkt | 2-acetylphenyl 2,3,4-tri-O-acetyl-5-thio-beta-D-xylopyranoside | HCID 15067860 | 13,5% |
Reaktionsschritte
If the procedure described in Preparation LXXXIII is followed starting from 3.45 g (25.3.10-3 mol) of 1-(2-hydroxyphenyl)ethanone, 6 g (16.9.10-3 mol) of 2,3,4-tri-O-acetyl-5-thio-D-xylopyranosyl bromide, 3 g (17.10-3 mol) of silver imidazolate and 4.6 g (33.7.10-3 mol) of zinc chloride in 90 ml of methylene chloride and 30 ml of acetonitrile, 0.92 g (yield: 13.5%) of the expected product is obtained after purification by chromatography on silica gel using a toluene/ethyl acetate mixture (6/1 v/v) as the eluent, and crystallization from ether.
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US05246961 |
| Quelldatensatz | uspto-grants-1993_09 |
| ORD ID | ord-f67d5b7de822472492c840983cb533d4 |
| Quellennotiz | uspto-grants-1993_09 |