HuagongsheHuagongshe Chemistry Print Report · For research reference only
Dimethylformamide → Tert-butyl 4-{4-[3-(2-methoxybenzyloxy)propoxy]-phenyl}-3-{2-[2-(3-methylsulphanylpropyl)phenoxy]ethoxy}piperidine-1-carboxylate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Dimethylformamide | HCID 6228 | — |
| Reactant | Sodium methanethiolate | HCID 4378561 | — |
| Reactant | Tert-butyl 4-{4-[3-(2-methoxybenzyloxy)propoxy]phenyl}-3-(2-{2-[2-(toluene-4-sulphonyloxy)ethyl]phenoxy}-ethoxy)piperidine-1-carboxylate | HCID 86609986 | — |
| Solvent | tert-Butyl methyl ether | HCID 15413 | — |
| Product | Tert-butyl 4-{4-[3-(2-methoxybenzyloxy)propoxy]-phenyl}-3-{2-[2-(3-methylsulphanylpropyl)phenoxy]ethoxy}piperidine-1-carboxylate | HCID 68571833 | — |
Reaction Steps
A solution of 0.50 g of tert-butyl 4-{4-[3-(2-methoxybenzyloxy)propoxy]phenyl}-3-(2-{2-[2-(toluene-4-sulphonyloxy)ethyl]phenoxy}ethoxy)piperidine-1-carboxylate (Example 26b) and 0.55 g of sodium methanethiolate in 5 ml of N,N-dimethylformamide is stirred at 90° C. over 1 hour. The reaction mixture is cooled to room temperature, diluted with tert-butyl methyl ether, washed with saturated aqueous sodium bicarbonate solution, dried with sodium sulphate and concentrated by evaporation. The crude title compound is obtained as a colourless oil from the residue. Rt=6.53.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07842688B2 |
| Source dataset | uspto-grants-2010_11 |
| ORD ID | ord-3c41122527f44880af51c7d4fc156fce |
| Source note | uspto-grants-2010_11 |