HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → HCID 53748051, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Picolyl chloride hydrochloride | HCID 23392 | — |
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | P-hydroxyl ethyl cinnaMate | HCID 349172 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 53748051 | HCID 53748051 | 51% |
Reaction Steps
To a suspension of sodium hydride (60% active, 125 mg) in dimethylformamide (2 ml) at ambient temperature was added ethyl 4-hydroxycinnamate (250 mg) under nitrogen atmosphere, and the mixture was stirred for 1 hour. 2-Picolyl chloride hydrochloride (256 mg) was added to the mixture at the same temperature, and allowed to stand for 16 hours. The reaction mixture was poured into water, extracted with ethyl acetate. The organic layer was washed with water, dried over magnesium sulfate and evaporated in vacuo. The residue was crystallized from diisopropyl ether to give ethyl 4-(2-pyridylmethoxy)cinnamate (188 mg) as colorless powder.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05708173 |
| Source dataset | uspto-grants-1998_01 |
| ORD ID | ord-fe461a3c485b4bde8e4e547b5ab2f38c |
| Source note | uspto-grants-1998_01 |