HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2378536Generated: November 3, 2026
Cesium carbonate → Methyl 3-(3-bromo-4-phenoxyphenyl)propionate
https://huagongshe.com/reaction/2378536
Participants
| Role | Name | HCID | Charge |
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| Reactant | Cesium carbonate | HCID 10796 | — |
| Reactant | Iodobenzene | HCID 11575 | — |
| Reactant | 2,2,6,6-Tetramethyl-3,5-heptanedione | HCID 70700 | — |
| Reactant | Methyl 3-(3-bromo-4-hydroxyphenyl)propanoate | HCID 22558720 | — |
| Catalyst | Cuprous chloride | HCID 62652 | — |
| Solvent | N-methyl-2-pyrrolidone | HCID 13387 | — |
| Solvent | tert-Butyl methyl ether | HCID 15413 | — |
| Product | Methyl 3-(3-bromo-4-phenoxyphenyl)propionate | HCID 68742079 | — |
Reaction Steps
A solution of Intermediate 5 (3.08 g) in anhydrous N-methylpyrrolidone (9.5 ml, WAKO) was successively added with cesium carbonate (3.58 g, WAKO), iodobenzene (1.4 ml, TCI), dipivaloylmethane (0.12 ml, TCI) and copper(I) chloride (275 mg, WAKO), and stirred 120° C. for 16 hours under argon gas atmosphere. The reaction mixture was added with t-butyl methyl ether (25 ml), and insoluble solids were removed by filtration. The filtrate was washed successively with 2 N aqueous hydrochloric acid and saturated brine and dried, and then the solvent was evaporated under reduced pressure. The residue was purified by flash column chromatography (hexane:ethyl acetate=1:10) to obtain the title compound (Compound No. A-31, 1.00 g).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07470807B2 |
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| Source dataset | uspto-grants-2008_12 |
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| ORD ID | ord-1766ff505ee64f6e8e9af941fc52e333 |
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| Source note | uspto-grants-2008_12 |
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