HuagongsheHuagongshe Chemistry Print Report · For research reference only
Dimethylformamide → 1-[(4-Chlorophenyl)methyl]piperidin-4-one
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Dimethylformamide | HCID 6228 | — |
| Reactant | 1-Chloro-4-(chloromethyl)benzene | HCID 7723 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Product | 1-[(4-Chlorophenyl)methyl]piperidin-4-one | HCID 10561067 | — |
Reaction Steps
To a solution of 4-piperidine trifluoroacetate obtained from step (iv) (853 mg, 4.0 mmol) in DMF was added triethylamine (2.66 mL, 19.2 mmol), followed by 4-chlorobenzyl chloride (753 mg, 4.8 mmol) and the reaction mixture was stirred overnight at room temperature. The volatiles were removed in vacuo, residue was dissolved in ethylacetate, washed with water (H2O), organic layer was dried over sodium sulphate (Na2SO4), filtered and concentrated. The residue was purified by silica gel flash chromatography to give the subtitled compound (350 mg).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07186718B2 |
| Source dataset | uspto-grants-2007_03 |
| ORD ID | ord-c01aed61e13749cf93cc2d4a7e8b5f3b |
| Source note | uspto-grants-2007_03 |