Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | o-Fluorophenatole | HCID 136291 | — |
| Reactant | 5-Bromo-2-chlorobenzoyl chloride | HCID 2756871 | — |
| Reactant | Aluminum(III) Chloride | HCID 6451240 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 68015073 | HCID 68015073 | 72.8% |
Reaction Steps
5-bromo-2-chloro-benzoyl chloride 2a (12.4 g, 48.8 mmol) and 1-ethoxy-2-fluoro-benzene 4b (6.84 g, 48.8 mmol) were dissolved in 100 mL dichloromethane and cooled to 0° C., followed by addition of aluminum trichloride (5.86 g, 44 mmol) in batch. The reaction mixture was stirred for 16 hours. Thereafter, the reaction mixture was partitioned after 20 mL 2 M hydrochloric acid was dropwise added in an ice bath. The aqueous phase was extracted with 30 mL dichloromethane and the organic extract was combined, dried over anhydrous magnesium sulfate, and filtered. The filtrate was concentrated under reduced pressure to obtain the title compound (5-bromo-2-chloro-phenyl)-(4-ethoxy-3-fluoro-phenyl)methanone 4c (12.7 g, yellow solid), yield: 72.6%.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08609622B2 |
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| Source dataset | uspto-grants-2013_12 |
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| ORD ID | ord-59775cbdc62d4b0c95d2dfb6649bc051 |
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| Source note | uspto-grants-2013_12 |
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