HuagongsheHuagongshe Chemistry Print Report · For research reference only
Dimethylformamide → (9H-fluoren-9-yl)methyl 4-(chlorocarbonyl)piperidine-1-carboxylate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Dimethylformamide | HCID 6228 | — |
| Reactant | Oxalyl chloride | HCID 65578 | — |
| Reactant | 1-{[(9H-Fluoren-9-yl)methoxy]carbonyl}piperidine-4-carboxylic acid | HCID 2736490 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | (9H-fluoren-9-yl)methyl 4-(chlorocarbonyl)piperidine-1-carboxylate | HCID 86647451 | 95.2% |
Reaction Conditions
| Temperature | 0 °C |
|---|
Reaction Steps
To a stirred solution of piperidine-1,4-dicarboxylic acid mono-(9H-fluoren-9-ylmethyl) ester (5 g, 14.2 mmol) in CH2Cl2 (50 mL) was added DMF (0.5 mL) and the resulting solution was cooled to 0° C. To this solution oxalyl chloride (3.6 g, 28.44 mmol) was added dropwise and the reaction mixture was stirred at RT for 16 h. The reaction mixture was concentrated under reduced pressure to afford (9H-fluoren-9-yl)methyl 4-(chlorocarbonyl)-piperidine-1-carboxylate (5 g, 95%) as brown liquid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09334269B2 |
| Source dataset | uspto-grants-2016_05 |
| ORD ID | ord-e9ac1ad3f9454cbc96488f1c7be1046b |
| Source note | uspto-grants-2016_05 |