HuagongsheHuagongshe Chemistry Print Report · For research reference only
Tetrabutylammonium Fluoride → 2-Hydroxymethyl-5-(3-methyl-butyryl)-pyridine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Tetrabutylammonium Fluoride | HCID 2724141 | — |
| Reactant | 2-(tert-Butyldimethylsilyloxymethyl)-5-(3-methyl-butyryl)-pyridine | HCID 57656164 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 2-Hydroxymethyl-5-(3-methyl-butyryl)-pyridine | HCID 57656417 | 158.7% |
Reaction Steps
Add tetrabutylammonium fluoride (2.13 mL, 2.13 mmol, 1M solution in THF) to a solution of 2-(tert-butyldimethylsilyloxymethyl)-5-(3-methyl-butyryl)-pyridine (330 mg, 1.066 mmol) in anhydrous THF (20 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 (327 mg, 100%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08580780B2 |
| Source dataset | uspto-grants-2013_11 |
| ORD ID | ord-6cef7c68e6d24ede8d5209a125b79236 |
| Source note | uspto-grants-2013_11 |