HuagongsheHuagongshe Chemistry Print Report · For research reference only
Tetrabutylammonium Fluoride → 4-(Pyridine-3-carbonyl)-benzyl alcohol
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Tetrabutylammonium Fluoride | HCID 2724141 | — |
| Reactant | [4-(tert-Butyldimethylsilyloxymethyl)-phenyl]-pyridin-3-yl-methanone | HCID 23302942 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 4-(Pyridine-3-carbonyl)-benzyl alcohol | HCID 18462020 | 58% |
Reaction Steps
Add tetrabutylammonium fluoride (1.37 mL, 1.37 mmol, 1M solution in THF) to a solution of [4-(tert-butyldimethylsilyloxymethyl)-phenyl]-pyridin-3-yl-methanone (225 mg, 0.687 mmol) in anhydrous THF (10 mL) at 0° C. and stir at this temperature for 1 h. Concentrate the solvent in vacuo and purify the crude mixture by chromatography on silica gel eluting with EtOAc to provide the desired intermediate (85 mg, 58%). MS (ES+) m/z: 214 (M+H)+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08022062B2 |
| Source dataset | uspto-grants-2011_09 |
| ORD ID | ord-c16476368ae540348559c3f6d1e2cb07 |
| Source note | uspto-grants-2011_09 |