HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 969134Generated: October 30, 2026
Ethylene Glycol → 1-(4-[(Trifluoromethyl)thio]phenyl}cyclopropanecarboxylic acid
https://huagongshe.com/reaction/969134
Participants
| Role | Name | HCID | Charge |
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| Reactant | Ethylene Glycol | HCID 174 | — |
| Reactant | 1-Bromo-2-Chloroethane | HCID 7849 | — |
| Reactant | 4-(Trifluoromethylthio)phenylacetonitrile | HCID 2777905 | — |
| Reactant | Sodium hydroxide--water (1/1/1) | HCID 23719242 | — |
| Catalyst | Benzyl triethylammonium chloride | HCID 66133 | — |
| Product | 1-(4-[(Trifluoromethyl)thio]phenyl}cyclopropanecarboxylic acid | HCID 66662204 | — |
Reaction Steps
A mixture of {4-[(trifluoromethyl)thio]phenyl}acetonitrile (1.15 g, 0.00529 mol), 1-bromo-2-chloro-ethane, (880 μL, 0.010 mol), benzyltriethyl ammonium chloride (70 mg, 0.0003 mol) and 1.5 ml of 50% NaOH-water (w/w) solution was kept at 50° C. with stirring for 3 hours. LCMS data supported that the reaction was complete. To the above solution 1,2-ethanediol (10 mL, 0.2 mol) was added. The mixture was heated at 100° C. overnight. After work-up 1.2 g of solid product was obtained. LC/MS: 387.1 (M+H+).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07304081B2 |
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| Source dataset | uspto-grants-2007_12 |
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| ORD ID | ord-658b98eb4c484c9180f770a1d4cb75a8 |
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| Source note | uspto-grants-2007_12 |
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