HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium borohydride → HCID 23157458, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium borohydride | HCID 4311764 | — |
| Reactant | HCID 23157556 | HCID 23157556 | — |
| Solvent | Methanol | HCID 887 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 23157458 | HCID 23157458 | 96% |
Reaction Conditions
| Temperature | 0 °C |
|---|
Reaction Steps
To a solution of 4′-[(2-ethoxyethyl)thio]-2′,6′-dimethylbiphenyl-3-carbaldehyde (0.97 g, 3.10 mmol) in a mixture of tetrahydrofuran (4 mL) and methanol (2 mL) was added sodium borohydride (0.07 g, 1.59 mmol) under stirring at 0° C., and the mixture was stirred at the same temperature for 10 min. The reaction solution was concentrated under reduced pressure, the residue was diluted with ammonium chloride solution, and the mixture was extracted with ethyl acetate. The organic layer was dried over anhydrous sodium sulfate, and concentrated under reduced pressure. The residue was purified by silica gel column chromatography (hexane/ethyl acetate=4/1-hexane/ethyl acetate=5/1) to give the title compound (0.94 g, yield 96%) as a colorless oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07786165B2 |
| Source dataset | uspto-grants-2010_08 |
| ORD ID | ord-3a48c7c5415343c186a99284bba8374a |
| Source note | uspto-grants-2010_08 |