HuagongsheHuagongshe Chemistry Print Report · For research reference only
3,4-Dichloroaniline → 1-Boc-4-[(3,4-dichlorophenyl)amino]-piperidine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 3,4-Dichloroaniline | HCID 7257 | — |
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | tert-Butyl 4-oxopiperidine-1-carboxylate | HCID 735900 | — |
| Reactant | Sodium triacetoxyborohydride | HCID 5049666 | — |
| Solvent | Acetic Acid | HCID 176 | — |
| Solvent | Diethyl Ether | HCID 3283 | — |
| Solvent | 1,1-Dichloroethane | HCID 6365 | — |
| Product | 1-Boc-4-[(3,4-dichlorophenyl)amino]-piperidine | HCID 22322413 | — |
Reaction Steps
A solution of 3,4-dichloroaniline (5 g), N-tert-butoxycarbonyl-4-piperidone (11.7 g), sodium triacetoxyborohydride (19.7 g) and acetic acid (7 ml) in dichloroethane (150 ml) was stirred for 16 hours. 2M NaOH solution and ether were added, the organic phase separated, dried and concentrated. The residue was triturated under an isohexane:ethyl acetate, 4:1 mixture and the sub-titled product collected as a solid (7.25 g).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06946478B2 |
| Source dataset | uspto-grants-2005_09 |
| ORD ID | ord-120300fc19d0418cb3a748e32a8eb308 |
| Source note | uspto-grants-2005_09 |