Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Tetrahydrofuran | HCID 8028 | — |
| Reactant | Hexane | HCID 8058 | — |
| Reactant | 2,2,6,6-Tetramethylpiperidine | HCID 13035 | — |
| Reactant | 3-Fluoro-5-iodotoluene | HCID 12020436 | — |
| Reactant | HCID 56611174 | HCID 56611174 | — |
| Reactant | Butyllithium | HCID 178418339 | — |
| Solvent | Water | HCID 962 | — |
| Product | HCID 21917840 | HCID 21917840 | — |
Reaction Steps
An initial charge of 31.1 g (0.22 mol) of 2,2,6,6-tetramethylpiperidine in 350 ml of tetrahydrofuran is cooled down to −20° C. 135 ml of 1.6 M butyllithium in hexane (0.22 mol) are added dropwise at this temperature. The mixture is cooled down to -18° C. and 47.2 g (0.2 mol) of 1-fluoro-3-iodo-5-methylbenzene are added dropwise at this temperature. The reaction mixture is stirred for another hour at −80° C. and then treated with 52.5 g (0.2 mol) of 3-(4′-propylbicyclohexyl-4-yl)propenal. The mixture is allowed to warm to 0° C., hydrolyzed with water and diluted hydrochloric acid and then subjected to conventional work-up.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US07122228B2 |
|---|
| Source dataset | uspto-grants-2006_10 |
|---|
| ORD ID | ord-8c5ad5f1b9994bde8fd04dcdb6f23f89 |
|---|
| Source note | uspto-grants-2006_10 |
|---|
