Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Sodium Carbonate | HCID 10340 | — |
| Reactant | Bromine | HCID 24408 | — |
| Reactant | Sodium Bicarbonate | HCID 516892 | — |
| Reactant | HCID 90423580 | HCID 90423580 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 90422969 | HCID 90422969 | — |
Reaction Steps
Sodium carbonate (7.51 g) was added to a dichloromethane (150 mL) solution of methyl 2-(benzyloxy)-4-cyclobutylbenzoate (14 g), then a dichloromethane (25 mL) solution of bromine (3.17 mL) was slowly added thereto at 10 C, and the mixture was stirred at the same temperature as above for 1 hour. A saturated aqueous solution of sodium bicarbonate was added to the reaction mixture, followed by extraction with ethyl acetate twice. The obtained organic layer was washed with a saturated aqueous solution of sodium bisulfite and saturated saline in this order and dried over anhydrous sodium sulfate, and then, the solvent was distilled off under reduced pressure. The obtained residue was purified by silica gel column chromatography (hexane/ethyl acetate) to obtain the title compound (12.2 g).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09120777B2 |
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| Source dataset | uspto-grants-2015_09 |
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| ORD ID | ord-87470b8bdd9f4f57a41606d53b662087 |
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| Source note | uspto-grants-2015_09 |
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