HuagongsheHuagongshe Chemistry Print Report · For research reference only
Tetrabutylammonium Fluoride → 4-(3-Methylisoxazol-5-yl)butan-1-ol
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Tetrabutylammonium Fluoride | HCID 2724141 | — |
| Reactant | 5-[4-(Tert-butyldirnethylsilanyloxy)butyl]-3-methylisoxazole | HCID 22100904 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 4-(3-Methylisoxazol-5-yl)butan-1-ol | HCID 22100916 | 72.9% |
Reaction Steps
To a solution of 5-[4-(tert-butyldirnethylsilanyloxy)butyl]-3-methylisoxazole (350 mg in 5 mL dry tetrahydrofuran) at 0° C. was added 1.62 mL of a 1M solution of tetrabutylammonium fluoride in tetrahydrofuran and the mixture stirred while warming to room temperature. After 16 hours, the mixture was concentrated in vacuo and the residue purified by flash chromatography on silica gel (ethyl acetate:hexane, 1:3, then 1:1) to give the title compound (147 mg).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05849764 |
| Source dataset | uspto-grants-1998_12 |
| ORD ID | ord-a5ce27bcc5534cc5b3eedb0f54a1e2cf |
| Source note | uspto-grants-1998_12 |