HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 68622Generated: October 26, 2026
Sodium Hydroxide → HCID 67163648, compound
https://huagongshe.com/reaction/68622
Participants
| Role | Name | HCID | Charge |
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| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | 4-Methoxybenzylamine | HCID 75452 | — |
| Reactant | Sodium triacetoxyborohydride | HCID 5049666 | — |
| Reactant | 1-((2-(trimethylsilyl)ethoxy)methyl)-1H-imidazole-2-carbaldehyde | HCID 13600235 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 67163648 | HCID 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
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08822459B2 |
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| Source dataset | uspto-grants-2014_09 |
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| ORD ID | ord-7bcec049879541f8b4961276d5227d2e |
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| Source note | uspto-grants-2014_09 |
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