HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1452689Generated: October 30, 2026
Triphenylphosphine → 3-[3-(3-{3-[2,2,2-Trifluoro-1-(4-methoxy-benzyloxy)-1-trifluoromethyl-ethyl]-phenoxy}-propoxy)-phenyl]-propionic acid ethyl ester
https://huagongshe.com/reaction/1452689
Participants
| Role | Name | HCID | Charge |
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| Reactant | Triphenylphosphine | HCID 11776 | — |
| Reactant | Diisopropyl azodicarboxylate | HCID 5363146 | — |
| Reactant | Ethyl 3-(3-hydroxyphenyl)propanoate | HCID 15197885 | — |
| Reactant | 3-{3-[2,2,2-Trifluoro-1-(4-methoxy-benzyloxy)-1-trifluoromethyl-ethyl]-phenoxy}-propan-1-ol | HCID 86604219 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 3-[3-(3-{3-[2,2,2-Trifluoro-1-(4-methoxy-benzyloxy)-1-trifluoromethyl-ethyl]-phenoxy}-propoxy)-phenyl]-propionic acid ethyl ester | HCID 86604221 | 59.7% |
Reaction Steps
150 mg (0.3 mmol) of 3-{3-[2,2,2-trifluoro-1-(4-methoxy-benzyloxy)-1-trifluoromethyl-ethyl]-phenoxy}-propan-1-ol and 73 mg (0.38 mmol) of 3-(3-hydroxy-phenyl)-propionic acid ethyl ester (CAS 34708-60-6) in 4 mL of THF were treated with 117 mg (0.44 mmol) of triphenylphosphine. The solution was cooled to 0° C. and treated with 88 μL (0.44 mmol) of DIAD. The mixture was stirred at room temperature overnight, the solvent was evaporated and the crude mixture was purified by column chromatography on silica gel with a gradient of EtOAc/n-heptane 1:5 to 1:3 to yield 110 mg (52%) of 3-[3-(3-{3-[2,2,2-trifluoro-1-(4-methoxy-benzyloxy)-1-trifluoromethyl-ethyl]-phenoxy}-propoxy)-phenyl]-propionic acid ethyl ester as a colorless liquid, MS: 614 (M)+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07473705B2 |
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| Source dataset | uspto-grants-2009_01 |
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| ORD ID | ord-745baa6afce94beb8f57c94b2a0ced01 |
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| Source note | uspto-grants-2009_01 |
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