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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1055402Generated: October 30, 2026

Sodium borohydride → 2-(4-(Hydroxymethyl)-1H-indol-1-yl)benzonitrile

https://huagongshe.com/reaction/1055402

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium borohydrideHCID 4311764—
Reactant2-(4-formyl-1H-indol-1-yl)benzonitrileHCID 90037419—
SolventEthanolHCID 702—
SolventDichloromethaneHCID 6344—
Product2-(4-(Hydroxymethyl)-1H-indol-1-yl)benzonitrileHCID 1895040499.2%

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

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09394263B2
Source datasetuspto-grants-2016_07
ORD IDord-74518f6644234fe796b3a4c9b7f9c9fb
Source noteuspto-grants-2016_07