Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Dimethylformamide | HCID 6228 | — |
| Reactant | Potassium Hydroxide | HCID 14797 | — |
| Reactant | 2-(Chloromethyl)anisole | HCID 81495 | — |
| Reactant | HCID 69966938 | HCID 69966938 | — |
| Solvent | Water | HCID 962 | — |
| Product | HCID 10279345 | HCID 10279345 | 67% |
Reaction Steps
A mixture of 0.74 g (1.9 mmol) of (2-chloro-3,4-dimethoxyphenyl)-N-(3,4-dimethylimidazol-2-yl)methyl-N-(3-methylbutyl)carboxamide, 0.94 g (6.0 mmol) of 2-methoxybenzyl chloride, 10 mL of dimethylformamide and 0.63 mL (8.0 mmol) of 50% KOH is stirred vigorously under nitrogen at 40° C. for 20 h. The reaction mixture is poured into 100 mL of water and extracted with 50 mL of chloroform. The extract is washed with 100 mL of water, and the solvent is evaporated under reduced pressure. The residue is diluted with 50 mL of xylenes, and the volatiles are thoroughly evaporated under reduced pressure. Column chromatography of the residue on 30 g of silica gel using chloroform-diethyl ether (98:2, v/v) as an eluent afforded 646 mg (67%) of the title compound as a cream colored foam. Mass Spec m/z (M++1) 514.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US06509366B2 |
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| Source dataset | uspto-grants-2003_01 |
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| ORD ID | ord-af498c13bfdc4d3cbb77754fe8f9cdee |
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| Source note | uspto-grants-2003_01 |
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