HuagongsheHuagongshe Chemistry Print Report · For research reference only
2,5-Dichloronitrobenzene → 3-(4-Chloro-2-nitro-phenoxy)-cyclopentanecarboxylic acid ethyl ester
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 2,5-Dichloronitrobenzene | HCID 6977 | — |
| Reactant | Triphenylphosphine | HCID 11776 | — |
| Reactant | Diisopropyl azodicarboxylate | HCID 5363146 | — |
| Reactant | Ethyl 3-hydroxycyclopentanecarboxylate | HCID 53407781 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | 3-(4-Chloro-2-nitro-phenoxy)-cyclopentanecarboxylic acid ethyl ester | HCID 58056221 | 81.1% |
Reaction Steps
A mixture of 1,4-dichloro-2-nitro-benzene (190 mg, 1.1 mmol), 3-hydroxy-cyclopentanecarboxylic acid ethyl ester (180 mg, 1.14 mmol), triphenylphosphine (448 mg) and DIAD (345 mg) in dichloromethane (10 mL) was stirred at room temperature overnight. The reaction mixture was then evaporated under reduced pressure and the crude residue was purified by flash chromatography to afford 280 mg of 3-(4-chloro-2-nitro-phenoxy)-cyclopentanecarboxylic acid ethyl ester.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09255110B2 |
| Source dataset | uspto-grants-2016_02 |
| ORD ID | ord-7e3ddfa5dd90428e9fce5a23ea53e54b |
| Source note | uspto-grants-2016_02 |