HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1993023Generated: October 26, 2026
Cesium carbonate → (S)-3-[4-[4'-(Trifluoromethyl)-3-biphenylylmethoxy]phenyl]-4-hexynoic acid methyl ester
https://huagongshe.com/reaction/1993023
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Cesium carbonate | HCID 10796 | — |
| Reactant | 3-(4-Trifluoromethylphenyl)-benzyl chloride | HCID 22280138 | — |
| Reactant | (3S)-3-(4-Hydroxy-phenyl)-hex-4-ynoic acid methyl ester | HCID 59855119 | — |
| Solvent | Acetone | HCID 180 | — |
| Product | (S)-3-[4-[4'-(Trifluoromethyl)-3-biphenylylmethoxy]phenyl]-4-hexynoic acid methyl ester | HCID 59855127 | — |
Reaction Steps
Benzyl chloride 2.3 (28.0 g, 103 mmol) and phenol 1 (21.5 g, 98 mmol) were dissolved in acetone (150 mL) and treated with Cs2CO3 (39.9 g, 122 mmol). The reaction was stirred at 50° C. for 16 h then filtered and concentrated to an pale yellow oil which was purified by column chromatography (silica gel, 33% to 66% dichloromethane in hexanes). Eluant containing compound 2.4 was concentrated to a colorless oil (40.0 g, 92%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US07649110B2 |
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| Source dataset | uspto-grants-2010_01 |
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| ORD ID | ord-ec14d0a634e849be8b64a6dcdd87c9ac |
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| Source note | uspto-grants-2010_01 |
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