Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Benzyl Bromide | HCID 7498 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | HCID 21094293 | HCID 21094293 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 11439168 | HCID 11439168 | — |
Reaction Steps
The compound obtained in Example 4 (740 mg; 2.5 mmol) and potassium carbonate (720 mg; 5 mmol) are suspended in 20 ml of DMF, and then benzyl bromide (0.37 ml; 3 mmol) is added to the solution. The reaction mixture is heated at 125° C. for 4 hours with stirring. The solution is poured into 50 ml of water, acidified with 6N HCl and washed with ethyl acetate. The aqueous phase is then rendered alkaline with potassium carbonate and extracted with dichloromethane. The organic phase is dried over magnesium sulphate, filtered and evaporated under reduced pressure. The residue so obtained is purified by chromatography on silica gel (eluant: dichloromethane with the progressive addition of methanol until the proportions 9/1 are reached). The purified oil precipitates. The precipitate so formed is recrystallised from a 7/3 toluene/cyclohexane mixture to yield the title product in the form of a white solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07214689B2 |
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| Source dataset | uspto-grants-2007_05 |
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| ORD ID | ord-067de3cc67454cdfac93049401280980 |
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| Source note | uspto-grants-2007_05 |
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