HuagongsheHuagongshe Chemistry Print Report · For research reference only
Methyl cyanoacetate → HCID 86584083, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Methyl cyanoacetate | HCID 7747 | — |
| Reactant | Piperidine | HCID 8082 | — |
| Reactant | 4-(2-Chloroethoxy)-5-methoxy-2-nitrobenzaldehyde | HCID 21956382 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | HCID 86584083 | HCID 86584083 | 27.1% |
Reaction Steps
To a mixture of 3.00 g (11.58 mmol) of 4-(2-chloroethoxy)-5-methoxy-2-nitrobenzaldehyde and 1.5 mL (16.95 mmol) of methyl cyanoacetate in 30 mL of methanol is added 0.3 mL of piperidine. The mixture is heated at reflux for 5 minutes then cooled slightly and the thick suspension is collected by filtration washing with ethyl acetate followed by diethyl ether to give 1.07 g (27%) of methyl (2E)-2-cyano-3-[4-(2-chloroethoxy)-5-methoxy-2-nitrophenyl]-2-propenoate as a yellow solid, mp softens at 121° C., melts at 157-160° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06638929B2 |
| Source dataset | uspto-grants-2003_10 |
| ORD ID | ord-a29b61f407cb49768d8f763f4a91db85 |
| Source note | uspto-grants-2003_10 |