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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 541068Generated: October 31, 2026

Hydrochloric Acid → HCID 67285202, compound

https://huagongshe.com/reaction/541068

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantWaterHCID 962—
ReactantTetrahydrofuranHCID 8028—
ReactantHCID 67284846HCID 67284846—
SolventEthanolHCID 702—
ProductHCID 67285202HCID 6728520281.6%

Reaction Steps

To a solution containing ethyl 3-(5-nitro-2-phenyl-1H-indol-1-yl)propanoate (prepared as described in example 1 g) (2.1 g; 6.2 mmol) in THF (20 ml) sodium borohydride (0.98 g, 24.8 mmol) and EtOH absolute (25 ml) were added; the reaction mixture was left under stirring at room temperature for 18 hours. Then water (5 ml) and HCl 2N were added to pH 6. The solution was transferred into a separating funnel, and extracted with ethyl acetate (2×50 ml). The organic phases were combined, and dried over Na2SO4. The solvent was removed by evaporation under reduced pressure and the residue was purified by flash chromatography on silica gel (n-hexane/EtOAc, n-hexane 100→70%) to give 3-(5-nitro-2-phenyl-1H-indol-1-yl)propan-1-ol (1.5 g), which was used without any further purification.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08871948B2
Source datasetuspto-grants-2014_10
ORD IDord-aa8f1eedf3bf4b9e855818a781e7c112
Source noteuspto-grants-2014_10