HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 984943Generated: October 30, 2026
Tributylphosphine → {4-[3,3-Bis-(4-bromo-phenyl)-allyloxy]-3-chloro-phenyl}-acetic Acid Ethyl Ester
https://huagongshe.com/reaction/984943
Participants
| Role | Name | HCID | Charge |
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| Reactant | Tributylphosphine | HCID 13831 | — |
| Reactant | Ethyl 3-chloro-4-hydroxyphenylacetate | HCID 11031224 | — |
| Reactant | 3,3-Bis-(4-bromophenyl)prop-2-en-1-ol | HCID 22270304 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | {4-[3,3-Bis-(4-bromo-phenyl)-allyloxy]-3-chloro-phenyl}-acetic Acid Ethyl Ester | HCID 10120503 | 89% |
Reaction Steps
A solution of tributylphosphine (955 μl, 3.0 mmol), 3-chloro-4-hydroxyphenylacetic acid ethyl ester (472 mg, 2.2 mmol) and 3,3-bis-(4-bromophenyl)prop-2-en-1-ol (736 mg, 2.0 mmol) in dry THF (15 ml) was stirred at 0-5° C. for 30 min, under a atmosphere of nitrogen. Azodicarboxylic dipiperidide (756 mg, 3.0 mmol) was added the mixture stirred at 0-5° C. for 2 h, and at room temperature over night. The reaction mixture was filtered and the filtrate concentrated in vacuo. The crude product was then purified by column chromatography on silica (eluent graduated from heptane to toluene) to give 1.0 g (89%) of the title compound.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US06869967B2 |
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| Source dataset | uspto-grants-2005_03 |
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| ORD ID | ord-747732c38f2f4f44ace3fc8d8176d064 |
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| Source note | uspto-grants-2005_03 |
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