HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hydrochloric Acid → 4'-(Hydroxymethyl)-2'-nitrobiphenyl-2-carbonitrile
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Methanol | HCID 887 | — |
| Reactant | Sodium borohydride | HCID 4311764 | — |
| Reactant | 4'-Formyl-2'-nitrobiphenyl-2-carbonitrile | HCID 86644074 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 4'-(Hydroxymethyl)-2'-nitrobiphenyl-2-carbonitrile | HCID 67009200 | 70% |
Reaction Steps
To a mixture of 4′-formyl-2′-nitrobiphenyl-2-carbonitrile (5.15 g), methanol (30 mL) and hydrofuran (30 mL) was gradually added sodium borohydride (0.40 g) at 0° C., and the mixture was stirred at room temperature for 30 min. The reaction mixture was poured into 1 M hydrochloric acid (20 mL), and the mixture was extracted with ethyl acetate. The ethyl acetate layer was washed with saturated brine, and dried over anhydrous magnesium sulfate. The solvent was evaporated under reduced pressure, and the residue was purified by silica gel column chromatography to give the title compound as a pale-yellow oil (3.62 g, 70%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09115136B2 |
| Source dataset | uspto-grants-2015_08 |
| ORD ID | ord-78d4cad447e244bebd984e06b9c0f5c7 |
| Source note | uspto-grants-2015_08 |