HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
Sodium Thiosulfate → 1-Phenylcyclohexane-1-carbaldehyde
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | Sodium Thiosulfate | HCID 24477 | — |
| Edukt | Isocyanate | HCID 105034 | — |
| Edukt | Triacetoxyperiodinane | HCID 159087 | — |
| Edukt | Sodium Bicarbonate | HCID 516892 | — |
| Lösungsmittel | Dichloromethane | HCID 6344 | — |
| Lösungsmittel | Ethyl Acetate | HCID 8857 | — |
| Produkt | 1-Phenylcyclohexane-1-carbaldehyde | HCID 14922606 | 150,3% |
Reaktionsschritte
To compound 2 (5.0 g, 26.3 mmol) in CH2Cl2 (50 mL) was added 13.4 g (31.6 mmol) of Dess-Martin periodinane. After 2 h, sodium thiosulfate (58 g) followed by sat. NaHCO3 (200 mL) was added. After stirring for 1 h, the reaction mixture was diluted with EtOAc then washed with H2O, brine and dried over anhydrous sodium sulfate. Purification by flash chromatography (3:1, hexane-EtOAc) gave 1-phenyl-cyclohexanecarbaldehyde (4.47 g, 90%) as a colorless oil. Mass Spec [M+H]+=189.1.
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US07202253B2 |
| Quelldatensatz | uspto-grants-2007_04 |
| ORD ID | ord-66d2f3378244432dbc4e79256408d4f6 |
| Quellennotiz | uspto-grants-2007_04 |