Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|
| Edukt | Dicyclohexylcarbodiimide | HCID 10868 | — |
| Edukt | 2-Fluoro-4-hydroxybenzonitrile | HCID 2734675 | — |
| Edukt | HCID 178447887 | HCID 178447887 | — |
| Katalysator | 4-(Dimethylamino)pyridine | HCID 14284 | — |
| Lösungsmittel | Dichloromethane | HCID 6344 | — |
| Produkt | HCID 178447885 | HCID 178447885 | 67% |
Reaktionsschritte
A suspension of 2.68 g of 4-[trans-4-(1E-propenyl)cyclohexyl]benzoic acid, 1.8 g of 4-cyano-3-fluorophenol and 187 mg of 4-(dimethylamino)pyridine in 25 ml of methylene chloride was cooled to 0° C. and treated while stirring with 3.17 g of N,N'-dicyclohexylcarbodiimide. After stirring at 0° C. for 5 minutes and at room temperature for 3 hours the suspension was filtered and the filtrate was concentrated. Chromatographic purification of the residue on 50 g of basic aluminium oxide with methylene chloride and subsequent crystallization from hexane/ethyl acetate gave 2.67 g of 4-cyano-3-fluorophenyl 4-[trans-4-(1E-propenyl)cyclohexyl]benzoate as colourless crystals; m.p. (C-N) 117.5° C., cl.p. (N--I) 233.1° C.
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patentnummer | US05413734 |
|---|
| Quelldatensatz | uspto-grants-1995_05 |
|---|
| ORD ID | ord-16b0ae39a91848c6bc4715836e1e5cb1 |
|---|
| Quellennotiz | uspto-grants-1995_05 |
|---|