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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 68622Generated: October 26, 2026

Sodium Hydroxide → HCID 67163648, compound

https://huagongshe.com/reaction/68622

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium HydroxideHCID 14798—
Reactant4-MethoxybenzylamineHCID 75452—
ReactantSodium triacetoxyborohydrideHCID 5049666—
Reactant1-((2-(trimethylsilyl)ethoxy)methyl)-1H-imidazole-2-carbaldehydeHCID 13600235—
SolventDichloromethaneHCID 6344—
ProductHCID 67163648HCID 67163648—

Reaction Steps

To a solution of 1-({[2-(trimethylsilyl)ethyloxy]methyl}-1H-imidazole-2-carboaldehyde (CAS Registry Number: 101226-42-0, 1.5 g) and {[4-(methyloxy)phenyl]methyl}amine (0.39 mL) in dichloromethane (containing 1% acetic acid) (10 mL), sodium triacetoxyborohydride (1.91 g) was added. The reaction mixture was stirred at room temperature for 16 hours. The reaction mixture was added by an aqueous 1 N sodium hydroxide solution and then extracted with dichloromethane. The extract thus obtained was washed with saturated brine, dried over anhydrous sodium sulfate and then concentrated. The obtained residue was purified by silica gel column chromatography (ethyl acetate:methanol:triethylamine=1:0:0→10:1:0→10:1:0.1) to obtain the title compound (1.71 g) having the following physical properties.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08822459B2
Source datasetuspto-grants-2014_09
ORD IDord-7bcec049879541f8b4961276d5227d2e
Source noteuspto-grants-2014_09