HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium borohydride → 2-(4-(Hydroxymethyl)-1H-indol-1-yl)benzonitrile
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium borohydride | HCID 4311764 | — |
| Reactant | 2-(4-formyl-1H-indol-1-yl)benzonitrile | HCID 90037419 | — |
| Solvent | Ethanol | HCID 702 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | 2-(4-(Hydroxymethyl)-1H-indol-1-yl)benzonitrile | HCID 18950404 | 99.2% |
Reaction Steps
NaBH4 (50 mg, 1.35 mmol Eq: 0.4) was added to a solution of 2-(4-formyl-1H-indol-1-yl)benzonitrile (810 mg, 3.29 mmol, Eq: 1.00) in EtOH (30 mL) and DCM (15 mL) at 0° C. and the mixture warmed to RT. After 3 h., the mixture was concentrated to remove the DCM. The resulting mixture was diluted with sat. NH4Cl, extracted with DCM and the combined extracts concentrated. The residue was purified by silica gel chromatography to afford the title compound (810 mg, 99%) as a white solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09394263B2 |
| Source dataset | uspto-grants-2016_07 |
| ORD ID | ord-74518f6644234fe796b3a4c9b7f9c9fb |
| Source note | uspto-grants-2016_07 |