HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
7-Azabicyclo[4.1.0]heptane, 7-[(4-methylphenyl)sulfonyl]- → 4-Methyl-N-(trans-2-methyl-cyclohexyl)-benzenesulfonamide
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | 7-Azabicyclo[4.1.0]heptane, 7-[(4-methylphenyl)sulfonyl]- | HCID 11831885 | — |
| Edukt | HCID 178418348 | HCID 178418348 | — |
| Katalysator | Copper, bis(2,4-pentanedionato-O,O')-, (SP-4-1)- | HCID 5363992 | — |
| Lösungsmittel | Tetrahydrofuran | HCID 8028 | — |
| Produkt | 4-Methyl-N-(trans-2-methyl-cyclohexyl)-benzenesulfonamide | HCID 15507847 | 62% |
Reaktionsschritte
To the solution of 180 g of) 7-(Toluene-4-sulfonyl)-7-aza-bicyclo[4.1.0]heptane and 18 g of Copper(II)acetyl acetonate in 1500 ml of dry THF was added 86 ml of a 10 M solution of methyllithium dropwise over 30 min. The mixture was stirred under nitrogen atmosphere for 8 h. It was then washed with water and extracted with ethyl acetate twice. The combined organic layers were concentrated. The resulting residue was purified by chromatography (silica, hexan/ethyl acetate) to afford 120 g (62%) of 4-Methyl-N-(trans-2-methyl-cyclohexyl)-benzenesulfonamide
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US09156796B2 |
| Quelldatensatz | uspto-grants-2015_10 |
| ORD ID | ord-7bc686e44169495298bb440529623f9f |
| Quellennotiz | uspto-grants-2015_10 |