HuagongsheHuagongshe Chemistry Print Report · For research reference only
Tetrahydrofuran → HCID 19747266, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Tetrahydrofuran | HCID 8028 | — |
| Reactant | 4-chloro-N-methylpiperidine | HCID 79342 | — |
| Reactant | Magnesium | HCID 5462224 | — |
| Reactant | HCID 19747285 | HCID 19747285 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 19747266 | HCID 19747266 | 61% |
Reaction Steps
8-Methylsulfonyl-5,6-dihydro-1H-benzo[5,6]cyclohepta[1,2-b]pyridin-11-one (1 g) was dissolved in 30 ml of methylene chloride, followed by the dropwise gradual addition of a Grignard reagent under ice cooling. The Grignard reagent had been prepared from 0.07 g of N-methyl-4-chloropiperidine, 0.012 g of magnesium and 10 ml of THF. After the resultant mixture was stirred for 1 hour at the same temperature, it was stirred for additional 1 hour at room temperature. The reaction mixture was then treated in a similar manner to Referential Example 2, whereby 0.82 g of the target compound, 8-methylsulfonyl-6,11-dihydro-11-(1-methyl-4-piperidyl)-5H-benzo[5,6]cyclohepta[1,2-b]pyridin-11-ol was obtained (yield: 61%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05231101 |
| Source dataset | uspto-grants-1993_07 |
| ORD ID | ord-150c0e4170244b71b0fe4ac95968220f |
| Source note | uspto-grants-1993_07 |