HuagongsheHuagongshe Chemistry Print Report · For research reference only
4-(3-methyl-piperidino)-tetrahydro-4H-thiopyran-4-carbonitrile → (+/-)-N-[4-(2-benzothiophenyl)-tetrahydro-4H-thiopyran-4-yl]-3-methyl-piperidine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 4-(3-methyl-piperidino)-tetrahydro-4H-thiopyran-4-carbonitrile | HCID 18323945 | — |
| Reactant | HCID 178419611 | HCID 178419611 | — |
| Solvent | Diethyl Ether | HCID 3283 | — |
| Product | (+/-)-N-[4-(2-benzothiophenyl)-tetrahydro-4H-thiopyran-4-yl]-3-methyl-piperidine | HCID 15408086 | — |
Reaction Steps
4-(3-methyl-piperidino)-tetrahydro-4H-thiopyran-4-carbonitrile (2 g, 8.9 mmoles) dissolved in 50 ml of anhydrous ether is introduced dropwise into a 2-benzothiophenylmagnesium bromide (44.7 mmoles) solution. Ether is heated under reflux for 20 hours. After the usual treatment, a brown oil is obtained (1.7 g) which is chromatographed on 60 g of alumina eluting with an EP/EA (95/5) mixture. In this way, a white solid is obtained (1.2 g, 40%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06342511B1 |
| Source dataset | uspto-grants-2002_01 |
| ORD ID | ord-9818a6b9dbea43f88644d99626363d02 |
| Source note | uspto-grants-2002_01 |