HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium borohydride → HCID 59598473, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium borohydride | HCID 4311764 | — |
| Reactant | HCID 59598458 | HCID 59598458 | — |
| Solvent | Ethanol | HCID 702 | — |
| Product | HCID 59598473 | HCID 59598473 | 99% |
Reaction Steps
To a solution of (3R)-tert-butyl 3-((2-ethoxy-2-oxoethoxy)(6-fluoro-3′-methylbiphenyl-2-yl)methyl)piperidine-1-carboxylate (1.1 g, 2.3 mmol) in EtOH (20 mL) was added NaBH4 (0.7 g, 18.1 mmol) in portions. After addition, the mixture was stirred at rt overnight. TIc showed the start material had disappeared. The solvent was removed in vacuo to leave a residue, which was partitioned between water and EtOAc. The organic layer was washed with H2O and brine, dried over Na2SO4, filtered and evaporated to give (3R)-tert-butyl 3-((6-fluoro-3′-methylbiphenyl-2-yl)(2-hydroxyethoxy)methyl)piperidine-1-carboxylate (1 g, 99%) which was used in the next step without purification.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07858624B2 |
| Source dataset | uspto-grants-2010_12 |
| ORD ID | ord-781d3e52b66d4ea8988662ebc79a9d04 |
| Source note | uspto-grants-2010_12 |