HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → [4-[2-(4-Dibutylamino-2-methoxyphenyl)vinyl]-2,5-dimethylphenyl]methanol
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Ethyl Acetate | HCID 8857 | — |
| Reactant | Tetrabutylammonium Fluoride | HCID 2724141 | — |
| Reactant | Dibutyl[4-[2-[4-(tert-butyldiphenylsiloxymethyl)-2,5-dimethylphenyl]vinyl]-3-methoxyphenyl]amine | HCID 68008984 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | [4-[2-(4-Dibutylamino-2-methoxyphenyl)vinyl]-2,5-dimethylphenyl]methanol | HCID 68009049 | 93.5% |
Reaction Steps
In 30 ml of tetrahydrofuran was dissolved 2.7 g (4.26 mmol) of dibutyl[4-[2-[4-(tert-butyldiphenylsiloxymethyl)-2,5-dimethylphenyl]vinyl]-3-methoxyphenyl]amine, and 13.0 ml of tetrabutylammonium fluoride (1 mol solution in tetrahydrofuran) was added dropwise thereto with stirring at room temperature. The mixture was stirred for 3 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 1.57 g of a yellow liquid (yield: 93.5%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08846955B2 |
| Source dataset | uspto-grants-2014_09 |
| ORD ID | ord-3ca5ffc00aef45e0a0aba300c5cf45df |
| Source note | uspto-grants-2014_09 |