HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hydrogen Bromide → HCID 86639591, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hydrogen Bromide | HCID 260 | — |
| Reactant | Thionyl Chloride | HCID 24386 | — |
| Reactant | Trimethylsilyldiazomethane | HCID 167693 | — |
| Reactant | 1-Methylpiperidine-4-carboxylic acid | HCID 2736939 | — |
| Solvent | Acetic Acid | HCID 176 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 86639591 | HCID 86639591 | 33% |
Reaction Steps
A mixture of 1-methyl-piperidine-4-carboxylic acid (0.40 g, 2.79 mmol) and thionyl chloride (0.32 mL, 4.44 mmol) in dichloromethane (10 mL) was heated to reflux for 6 h. The reaction mixture was distilled under reduced pressure and the residue dissolved in dry acetonitrile (4 mL). Trimethylsilyl diazomethane (4 mL, 8.08 mmol) was added and the mixture stirred for 2 h at ambient temperature. The reaction was cooled to 0° C. and 30% HBr in acetic acid (2 mL) added dropwise. The reaction mixture was warmed to room temperature and stirred for 1 h. The precipitate was filtered and washed with ether to afford 2-bromo-1-(1-methyl-piperidin-4-yl)-ethanone hydrobromide (200 mg, 33%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08604029B2 |
| Source dataset | uspto-grants-2013_12 |
| ORD ID | ord-7b4147622449438190f4645805481f28 |
| Source note | uspto-grants-2013_12 |