HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → HCID 86667578, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | 2-Thienylmethyltriphenylphosphonium chloride | HCID 11574767 | — |
| Reactant | 3-(4-Dibutylamino-2-methoxyphenyl)propenal | HCID 86667570 | — |
| Reactant | HCID 178506676 | HCID 178506676 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | HCID 86667578 | HCID 86667578 | 72% |
Reaction Steps
In a stream of argon, to 15 ml of tetrahydrofuran was added 1.68 g of phenyllithium (19% solution in dibutylether) (3.8 mmol), and 1.37 g (3.5 mmol) of 2-thenyl triphenylphosphonium chloride was added thereto under ice cooling. Next, 1.0 g (3.5 mmol) of 3-(4-dibutylamino-2-methoxyphenyl)propenal was dissolved in tetrahydrofuran and added dropwise. The mixture was stirred under ice cooling for 2 hours. After the reaction mixture was poured into water, extraction with ethyl acetate, washing with a saturated saline solution, drying over anhydrous sodium sulfate, and concentration were performed. The residue was purified by silica gel column chromatography to give 0.92 g of an orange oily matter (yield: 72.0%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08846955B2 |
| Source dataset | uspto-grants-2014_09 |
| ORD ID | ord-4d8927a64be74b8cbd9bfbd7da0cb672 |
| Source note | uspto-grants-2014_09 |