HuagongsheHuagongshe Chemistry Print Report · For research reference only
Aluminium lithium hydride → (2-((2,6-Dimethyl-1-piperidinyl)methyl)-2'-fluoro-5'-(methyloxy)-1,1'-biphenyl-4-yl)methanol
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Aluminium lithium hydride | HCID 21226445 | — |
| Reactant | Methyl 2-((2,6-dimethyl-1-piperidinyl)methyl)-2'-fluoro-5'-(methyloxy)-1,1'-biphenyl-4-carboxylate | HCID 57705951 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Solvent | Sodium chloride; water | HCID 57417360 | — |
| Product | (2-((2,6-Dimethyl-1-piperidinyl)methyl)-2'-fluoro-5'-(methyloxy)-1,1'-biphenyl-4-yl)methanol | HCID 57705743 | 69.9% |
Reaction Steps
LAH (1.0 M solution in THF) (0.088 mL, 0.088 mmol) was added slowly to a solution of 66.69B (0.034 g, 0.088 mmol) in THF (1 mL). The resulting mixture was stirred at room temperature for 25 minutes and then was poured into brine (2 mL) and extracted with EtOAc (3×30 mL). The combined organic layers were dried over anhydrous sodium sulfate. After removing solvent, the residue was purified by flash chromatography (silica gel, 1:1 EtOAc/hexane) and gave 66.69C (22 mg) as a colorless oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08030354B2 |
| Source dataset | uspto-grants-2011_10 |
| ORD ID | ord-77425a969c544e7fa0a457ecbadaba2d |
| Source note | uspto-grants-2011_10 |