HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium borohydride → Methyl 2'-fluoro-2-(2-hydroxy-5-methylcyclopentyl)-5'-(methyloxy)-1,1'-biphenyl-4-carboxylate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium borohydride | HCID 4311764 | — |
| Reactant | Methyl 2'-fluoro-2-(2-methyl-5-oxocyclopentyl)-5'-(methyloxy)-1,1'-biphenyl-4-carboxylate | HCID 57706805 | — |
| Solvent | MeOH tetrahydrofuran | HCID 21899815 | — |
| Product | Methyl 2'-fluoro-2-(2-hydroxy-5-methylcyclopentyl)-5'-(methyloxy)-1,1'-biphenyl-4-carboxylate | HCID 57705852 | — |
Reaction Steps
A 100 mL round bottom flask was charged with 66.56C (mixture of diastereomers) (0.59 g, 1.7 mmol) and 1:1 THF/MeOH (15 mL). To the solution was added sodium borohydride (0.063 g, 1.7 mmol) in one portion at room temperature. The mixture was stirred for 1 hour, quenched with 1 N HCl, and extracted with ether. The combined organic layers were dried (MgSO4) and concentrated to afford 66.56D (mixture of diastereomers) as a colorless oil. The product thus obtained was used without further purification.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08030354B2 |
| Source dataset | uspto-grants-2011_10 |
| ORD ID | ord-26e5b480281745f19b8925e78c89f64a |
| Source note | uspto-grants-2011_10 |