HuagongsheHuagongshe Chemistry Print Report · For research reference only
Methanesulfonyl chloride → 8-chloro-10(11H)-[1-(phenylmethyl)-4-piperidinylmethyl]dibenz[b,f][1,4]thiazepine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Methanesulfonyl chloride | HCID 31297 | — |
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | Methanesulfonate | HCID 85257 | — |
| Reactant | Ethyl 1-benzylpiperidine-4-carboxylate | HCID 90423 | — |
| Reactant | Aluminium lithium hydride | HCID 21226445 | — |
| Reactant | 8-Chloro-10,11-dihydrodibenzo[b,f][1,4]thiazepine | HCID 54220110 | — |
| Solvent | Toluene | HCID 1140 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 8-chloro-10(11H)-[1-(phenylmethyl)-4-piperidinylmethyl]dibenz[b,f][1,4]thiazepine | HCID 19377595 | — |
Reaction Steps
A sample of 1-benzylpiperidine-4-carboxylic acid ethyl ester is reduced to 1-benzylpiperidine-4-hydroxymethyl by treatment with lithium aluminum hydride (LiAlH4) in THF. This material is converted to its methane sulfonate by reaction with methanesulfonyl chloride. This material, 1-benzylpiperidine-4-methylmethane sulfonate, the product of Example 104, and diisopropylethyl amine are refluxed in toluene the provide the title compound.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05354747 |
| Source dataset | uspto-grants-1994_10 |
| ORD ID | ord-9f59871417ef4721ba9b8935e4e85f62 |
| Source note | uspto-grants-1994_10 |