Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Chloroacetone | HCID 6571 | — |
| Reactant | Lithium Bromide | HCID 82050 | — |
| Reactant | Sodium Bicarbonate | HCID 516892 | — |
| Reactant | N-Benzyl-4-methoxyaniline | HCID 519413 | — |
| Solvent | Ethanol | HCID 702 | — |
| Solvent | Water | HCID 962 | — |
| Product | HCID 86659877 | HCID 86659877 | 83% |
Reaction Steps
To a solution of N-benzyl-p-anisidine (2.00 g, 9.38 mmol) in 19 mL of ethanol was added lithium bromide (1.22 g, 14.0 mmol), NaHCO3 (1.58 g, 18.8 mmol), chloroacetone (0.87 mL, 10.8 mmol) at room temperature, successively. After the reaction mixture was stirred at 80° C. for 3 h, the reaction mixture was added water, and extracted with ethyl acetate. The organic layer was washed with brine, and dried over MgSO4. After filtration, the filtrate was concentrated in vacuo, and the residue was purified by silica gel column chromatography (hexane/ethyl acetate=95/5 to 80/20) to obtain the title compound (2.09 g, 83%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08686024B2 |
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| Source dataset | uspto-grants-2014_04 |
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| ORD ID | ord-37920d477bce4630befd9155b2a8b7b7 |
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| Source note | uspto-grants-2014_04 |
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