HuagongsheHuagongshe Chemistry Print Report · For research reference only
Acetic Acid → Ethyl 2-chloro-5-nitro-alpha-cyanocinnamate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Acetic Acid | HCID 176 | — |
| Reactant | Ethyl cyanoacetate | HCID 7764 | — |
| Reactant | Piperidine | HCID 8082 | — |
| Reactant | 2-Chloro-5-nitrobenzaldehyde | HCID 72933 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | Ethyl 2-chloro-5-nitro-alpha-cyanocinnamate | HCID 314268 | 71% |
Reaction Steps
29.7 g (300 millimoles) of ethyl cyanoacetate were added to a solution of 55.7 g (300 millimoles) of 2-chloro-5-nitrobenzaldehyde in 200 ml of tetrahydrofuran, after which 1 ml of piperidine was added as a catalyst at 0° C. The mixture was stirred for 16 hours at room temperature, neutralized with acetic acid and then worked up in a conventional manner to give a product of melting point 83°-85° C. in 71% yield.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05237089 |
| Source dataset | uspto-grants-1993_08 |
| ORD ID | ord-f7127dd1a80f4f18833d44d564cf7778 |
| Source note | uspto-grants-1993_08 |