HuagongsheHuagongshe Chemistry Print Report · For research reference only
Toluene → HCID 54522417, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Toluene | HCID 1140 | — |
| Reactant | Triethyl phosphonoacetate | HCID 13345 | — |
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | 6-Methyl-3-pyridinecarboxaldehyde | HCID 10192566 | — |
| Product | HCID 54522417 | HCID 54522417 | 87.6% |
Reaction Steps
A solution of 0.55 g (4.54 mmol) of 2-methylpyridine-5-carboxaldehyde in toluene was added dropwise into a cool suspension of 1.12 g (5 mmol) of ethyl diethylphosphonoacetate and 0.12 g (5 mmol) of NaH in toluene and the resulting solution was allowed to react at 65° C. for 30 min. After cooling, the mixture was filtered through SUPERCEL™ (wash SUPERCEL™ with ether) and concentrated in vacuo to yield 0.71 g (87.6%) of ethyl β-(2-methylpyridin-3-yl)acrylate (cis/trans mixture), which was further purified through a silica plug (hexane/ethyl acetate, 1:1).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05618821 |
| Source dataset | uspto-grants-1997_04 |
| ORD ID | ord-d279a738fa33419eb4b349d328360117 |
| Source note | uspto-grants-1997_04 |