HuagongsheHuagongshe Chemistry Print Report · For research reference only
Aluminium lithium hydride → (2-(((2R,5R)-2,5-Dimethyl-1-pyrrolidinyl)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-(((2R,5R)-2,5-dimethyl-1-pyrrolidinyl)methyl)-2'-fluoro-5'-(methyloxy)-1,1'-biphenyl-4-carboxylate | HCID 57705891 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Solvent | Sodium chloride; water | HCID 57417360 | — |
| Product | (2-(((2R,5R)-2,5-Dimethyl-1-pyrrolidinyl)methyl)-2'-fluoro-5'-(methyloxy)-1,1'-biphenyl-4-yl)methanol | HCID 57706802 | 98.2% |
Reaction Steps
LAH (1.0 M solution in THF) (0.086 mL, 0.086 mmol) was added slowly to a solution of 66.71A (0.032 g, 0.086 mmol) in THF (1.5 mL) and the mixture was stirred at room temperature for 33 minutes. The mixture was poured into brine (2 mL) and extracted with EtOAc (3×30 mL). The combined organic phase was dried over anhydrous sodium sulfate and filtered. After removing solvent, 66.71B (29 mg) was obtained.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08030354B2 |
| Source dataset | uspto-grants-2011_10 |
| ORD ID | ord-0a276d871eee40059ca6cccc1e2d7fd3 |
| Source note | uspto-grants-2011_10 |