HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1675580Generated: October 31, 2026
Dimethylformamide → 2-Propynyl 3,5-difluoro-4-(2-propynyloxy)benzoate
https://huagongshe.com/reaction/1675580
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Dimethylformamide | HCID 6228 | — |
| Reactant | Propargyl alcohol | HCID 7859 | — |
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | 2-Propynyl 3,4,5-trifluorobenzoate | HCID 59301763 | — |
| Solvent | Water | HCID 962 | — |
| Product | 2-Propynyl 3,5-difluoro-4-(2-propynyloxy)benzoate | HCID 59301790 | 49.6% |
Reaction Steps
To a mixture obtained by adding 5.0 g of 2-propynyl 3,4,5-trifluorobenzoate and 1.7 g of propargyl alcohol to 20 ml of DMF was added 1.1 g of 60% sodium hydride (oily) at 0° C. The resulting mixture was stirred at 0° C. for 30 minutes, and then at room temperature for 1 hour. Thereafter, water was added to the reaction mixture, followed by extraction with ethyl acetate. The organic layer was dried over magnesium sulfate, and concentrated under reduced pressure. The residue was subjected to silica gel column chromatography, and 2.9 g of 2-propynyl 3,5-difluoro-4-(2-propynyloxy)benzoate was obtained.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08003699B2 |
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| Source dataset | uspto-grants-2011_08 |
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| ORD ID | ord-55889d482b0441fab89b9318ff9c47f2 |
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| Source note | uspto-grants-2011_08 |
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