HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → HCID 86667563, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Ethyl Acetate | HCID 8857 | — |
| Reactant | Tetrabutylammonium Fluoride | HCID 2724141 | — |
| Reactant | HCID 86667564 | HCID 86667564 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 86667563 | HCID 86667563 | 90% |
Reaction Steps
In 75 ml of tetrahydrofuran was dissolved 4.02 g (8.52 mmol) of 5-[2-[4-dibutylamino-2-(tert-butyldimethylsiloxy)phenyl]vinyl]thiophene-2-carboaldehyde, and 25.5 ml of tetrabutylammonium fluoride (1 mol solution in tetrahydrofuran) was added dropwise thereto with stirring at room temperature. The mixture was stirred for 1.5 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 2.74 g of a blackish brown crystal (yield: 89.9%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08846955B2 |
| Source dataset | uspto-grants-2014_09 |
| ORD ID | ord-8c0414286fcf4a4eafd524816ff26025 |
| Source note | uspto-grants-2014_09 |