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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 18460Generated: October 30, 2026

Sodium Hydroxide → HCID 68585671, compound

https://huagongshe.com/reaction/18460

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium HydroxideHCID 14798—
Reactant4-FluorobenzaldehydeHCID 68023—
ReactantSodium triacetoxyborohydrideHCID 5049666—
ReactantHCID 58685855HCID 58685855—
Solvent1,2-DichloroethaneHCID 11—
ProductHCID 68585671HCID 6858567170.6%

Reaction Conditions

Temperature60 °C

Reaction Steps

To a solution of 4-amino-2-(2-methoxy-ethoxymethoxy)-benzonitrile (666 mg; 3 mmol) in 1,2-dichloroethan (15 mL) was added 4-fluorobenzaldehyd (496 mmol; 4 mmol) and carefully sodium triacetoxyborohydride (933 mg; 4.4 mmol). The mixture was stirred at 60° C. for 6 hours. The reaction mixture was added 1 M NaOH (aq.), dried by filtering through a silicone filter, evaporated onto SiO2 and purified by column chromatography (SiO2-heptane/EtOAc=2:1) to yield 700 mg pure product.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07741352B2
Source datasetuspto-grants-2010_06
ORD IDord-a23d0548a5034b45a08ddc1e183be5e0
Source noteuspto-grants-2010_06