HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium benzenethiolate → 1-Phenylmercapto-2,5,9-trimethyl-11-(2,6,6-trimethyl-1-cyclohexen-1-yl)-2,4,6,8,10-undecapentaene
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium benzenethiolate | HCID 4110039 | — |
| Reactant | 2,5,9-Trimethyl-11-(2,6,6-trimethyl-1-cyclohexen-1-yl)-2,4,6,8,10-undecapentaenyl acetate | HCID 54423729 | — |
| Solvent | Diethyl Ether | HCID 3283 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Solvent | Hexamethylphosphoramide | HCID 12679 | — |
| Product | 1-Phenylmercapto-2,5,9-trimethyl-11-(2,6,6-trimethyl-1-cyclohexen-1-yl)-2,4,6,8,10-undecapentaene | HCID 53669165 | — |
Reaction Steps
To a solution of 1.85 g (5 mmol) of 2,5,9-trimethyl-11-(2,6,6-trimethyl-1-cyclohexen-1-yl)-2,4,6,8,10-undecapentaenyl acetate in 25 ml of anhydrous THF and 8 ml of HMPA is added in portions 0.68 g (5.2 mmol) of sodium thiophenoxide. The resulting mixture is stirred at room temperature for 18 hours and then taken up in 250 ml of diethyl ether. The solution is washed with saturated aqueous NH4Cl and water, dried and evaporated in vacuo to give an oil. Purification on a silica gel dry column gives the desired product.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US04523042 |
| Source dataset | uspto-grants-1985_06 |
| ORD ID | ord-43573024f9ea4962ab868ea97aca914e |
| Source note | uspto-grants-1985_06 |