HuagongsheHuagongshe Chemistry Print Report · For research reference only
Aluminium lithium hydride → 1-(2'-Fluoro-4-hydroxymethyl-5'-methoxy-biphenyl-2-yl)-2,2-dimethyl-but-3-en-1-ol
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Aluminium lithium hydride | HCID 21226445 | — |
| Reactant | 2'-Fluoro-2-(1-hydroxy-2,2-dimethyl-but-3-enyl)-5'-methoxy-biphenyl-4-carboxylic acid methyl ester | HCID 57467632 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 1-(2'-Fluoro-4-hydroxymethyl-5'-methoxy-biphenyl-2-yl)-2,2-dimethyl-but-3-en-1-ol | HCID 57467651 | 90.5% |
Reaction Steps
To a solution of 21.4 (530 mg, 1479 μmol) in THF (20 mL), was added LAH (168 mg, 4436 μmol). The resulting mixture was stirred at room temperature for 1 hour. The solvent was then removed, and the residue was diluted with EtOAc. The organic layer was washed with 1N NaOH, water, and brine. The organic layer was then dried over sodium sulfate, filtered, and the organic solvent was removed in vacuo to give an oil (442 mg, 90%) which was used without further purification. MS ESI m/e: 331.2 (M+H)+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08748462B2 |
| Source dataset | uspto-grants-2014_06 |
| ORD ID | ord-f668ddaed1f64da0b91c7570f2dc6eab |
| Source note | uspto-grants-2014_06 |