Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Benzyl Alcohol | HCID 244 | — |
| Reactant | tert-Butyl methyl ether | HCID 15413 | — |
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | HCID 68488053 | HCID 68488053 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 68488200 | HCID 68488200 | 114.8% |
Reaction Steps
To a solution of benzyl alcohol (0.78 g) in THF (15 mL) was added 60% sodium hydride (90 mg) under a nitrogen atmosphere under ice-cooling, and the mixture was stirred at the same temperature for 30 minutes. The reaction mixture was added dropwise to a solution of 3-methylphenyl N-(3,4-dimethylphenyl)-3-(phenylsulfonyl)acrylimidate (0.78 g) in anhydrous THF (15 mL) under ice-cooling. The mixture was stirred at the same temperature for 3 hours. To the reaction mixture was added tert-butyl methyl ether (80 mL), which was washed with a 1N aqueous sodium hydroxide solution, water and then a saturated aqueous sodium chloride solution. The organic layer was dried over anhydrous magnesium sulfate, and then concentrated under reduced pressure to obtain 3-methylphenyl 3-benzyloxy-N-(3,4-dimethylphenyl)acrylimidate (0.82 g).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08318981B2 |
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| Source dataset | uspto-grants-2012_11 |
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| ORD ID | ord-e4a79fceedf8493f841bda584c49e200 |
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| Source note | uspto-grants-2012_11 |
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