HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hydrochloric Acid → HCID 23083167, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Sodium borohydride | HCID 4311764 | — |
| Reactant | HCID 23082997 | HCID 23082997 | — |
| Solvent | Methanol | HCID 887 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | HCID 23083167 | HCID 23083167 | 80.4% |
Reaction Steps
To a solution of 2′,6′-diethylbiphenyl-3-carbaldehyde (3.48 g, 14.6 mmol) in a mixture of methanol (35 mL) and tetrahydrofuran (35 mL) was added sodium borohydride (0.28 g, 7.3 mmol) under ice-cooling, and the mixture was stirred at the same temperature for 1 hr. The reaction mixture was adjusted to pH 3 with 1N hydrochloric acid, diluted with ethyl acetate, washed successively with water and saturated brine, dried (magnesium sulfate), and concentrated under reduced pressure. The residue was purified by silica gel column chromatography (hexane/ethyl acetate=10/1-2/1) to give the title compound (2.82 g, yield 80%) as a colorless oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07960369B2 |
| Source dataset | uspto-grants-2011_06 |
| ORD ID | ord-1c6bfd0d95e74b1286943945acc6802d |
| Source note | uspto-grants-2011_06 |