HuagongsheHuagongshe Chemistry Print Report · For research reference only
Trimethylsilyldiazomethane → 4-(2-Diazo-acetyl)-piperidine-1-carboxylic acid benzyl ester
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Trimethylsilyldiazomethane | HCID 167693 | — |
| Reactant | Benzyl 4-(chlorocarbonyl)piperidine-1-carboxylate | HCID 2776270 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | 4-(2-Diazo-acetyl)-piperidine-1-carboxylic acid benzyl ester | HCID 86648882 | 102.1% |
Reaction Steps
4-Chlorocarbonyl-piperidine-1-carboxylic acid benzyl ester (43 g, 0.15 mol) in dichloromethane (300 mL) was treated with (trimethylsilyl)diazomethane (2.0 M in hexanes, 150 mL, 0.31 mol) over 15 min. The reaction mixture was stirred at ambient temperature for 18 hours and the mixture was concentrated to afford crude 4-(2-diazo-acetyl)-piperidine-1-carboxylic acid benzyl ester (44 g), which was used without further purification.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08575118B2 |
| Source dataset | uspto-grants-2013_11 |
| ORD ID | ord-f244109dd3f64c59993542637e155854 |
| Source note | uspto-grants-2013_11 |