HuagongsheHuagongshe Chemistry Print Report · For research reference only
Diisopropylamine → 4-[2-(3,5-Difluoro-4-propylphenyl)ethyl]-4'-pentyl-1,1'-biphenyl
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Diisopropylamine | HCID 7912 | — |
| Reactant | 1-Iodopropane | HCID 33643 | — |
| Reactant | Lithium diisopropylamide | HCID 2724682 | — |
| Reactant | N,N,2-trimethylaziridine-1-carboxamide | HCID 11007919 | — |
| Reactant | 1-(4'-Pentylbiphenyl-4-yl)-2-(3,5-difluorophenyl)ethane | HCID 15724823 | — |
| Reactant | Butyllithium | HCID 178418339 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Solvent | Hexane | HCID 8058 | — |
| Solvent | Tetrahydrofuran hexane | HCID 21883165 | — |
| Product | 4-[2-(3,5-Difluoro-4-propylphenyl)ethyl]-4'-pentyl-1,1'-biphenyl | HCID 19783700 | — |
Reaction Steps
A solution of lithium diisopropylamide (0.02 mol) in THF/hexane, prepared from 0.02 mol of diisopropylamine in 25 ml of THF and 12.5 ml of a 1.6-molar solution of n-butyllithium in hexane, is added dropwise at 25° C. to a mixture of 0.02 mol of 1-(4'-pentylbiphenyl-4-yl)-2-(3,5-difluorophenyl)ethane, 0.02 mol of N,N-dimethylpropyleneurea, 0.02 mol of 1-iodopropane and 25 ml of THF. After stirring at room temperature for 1.5 hours, the reaction mixture is poured into water, the phases are separated, and the aqueous phase is extracted with 2×50 ml of methylene chloride. Drying over magnesium sulfate, evaporation of the solvent and chromatography give the pure product.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05262556 |
| Source dataset | uspto-grants-1993_11 |
| ORD ID | ord-c069cc17e4664a2fa4e6d624e4865cd8 |
| Source note | uspto-grants-1993_11 |