HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
Benzaldehyde → Stilbene oxide
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | Benzaldehyde | HCID 240 | — |
| Edukt | Benzene, (diazomethyl)- | HCID 136601 | — |
| Edukt | HCID 178418361 | HCID 178418361 | — |
| Katalysator | Acetic acid, rhodium(2+) salt | HCID 21674 | — |
| Lösungsmittel | Dichloromethane | HCID 6344 | — |
| Produkt | Stilbene oxide | HCID 28649 | 58% |
Reaktionsschritte
Phenyl diazomethane (1 mmol in 6 ml of t-butylmethylether) was added to a stirred solution of a sulphide of formula (B) wherein R' is hydrogen (0.2 mmol), rhodium (II) acetate (4.0 mg, 0.01 mmol) and benzaldehyde (1 mmol) in dichloromethane (4 ml) at room temperature over a period of 24 hours. After the addition was complete the solvent was removed in vacuo and the residue was chromatographed over silica [eluent dichloromethane:petrol (2:3)] to give the titled compound in 58% yield and 11% ee.
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US05703246 |
| Quelldatensatz | uspto-grants-1997_12 |
| ORD ID | ord-7c80eec67a9c44569f07a42c0ae4603b |
| Quellennotiz | uspto-grants-1997_12 |