HuagongsheHuagongshe Chemistry Print Report · For research reference only
Piperidine → N-{[dimethyl-(2-fluorobenzyl)silyl]methyl}piperidine hydrochloride
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Piperidine | HCID 8082 | — |
| Reactant | (Chloromethyl)[(2-fluorophenyl)methyl]dimethylsilane | HCID 22399687 | — |
| Solvent | O-Xylene | HCID 7237 | — |
| Product | N-{[dimethyl-(2-fluorobenzyl)silyl]methyl}piperidine hydrochloride | HCID 19007202 | 87.1% |
Reaction Steps
A solution containing 10.8 g of chloromethyldimethyl-(2-fluorobenzyl)silane and 10.6 g of piperidine in 40 ml of xylene is refluxed for 5.5 hours, then cooled down and washed 5 times with a total of 250 ml of water. After drying the organic phase over anhydrous magnesium sulfate and filtering off the drying agent, the filtrate is evaporated to solvent-free. The oily pale yellow residue is dissolved in 40 ml of methyl ethyl ketone and acidified to pH 4.5 by adding methanolic hydrogen chloride solution. 15 ml of solvent are distilled off from the solution under atmospheric pressure, the crystalline precipitate obtained is filtered at 0° C. and dried to give 13.1 g (87%) of the named product, m.p.: 203°-205° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05340823 |
| Source dataset | uspto-grants-1994_08 |
| ORD ID | ord-923cc65d63c845939a8ae618ec3f0cfc |
| Source note | uspto-grants-1994_08 |