HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 658095Generated: October 26, 2026
Ammonium Chloride → HCID 68451303, compound
https://huagongshe.com/reaction/658095
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Ammonium Chloride | HCID 25517 | — |
| Reactant | Methyltriphenylphosphonium iodide | HCID 638159 | — |
| Reactant | HCID 86626216 | HCID 86626216 | — |
| Reactant | HCID 178420697 | HCID 178420697 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 68451303 | HCID 68451303 | 50% |
Reaction Steps
At −78° C., 9.50 ml of 1.59 M n-butyl lithium-THF solution was added dropwise to 90 ml of THF solution containing 8.13 g of methyltriphenylphosphonium iodide. This was stirred at 0° C. for 10 minutes, cooled to −78° C. and then mixed with 2.44 g of tert-butyl 2,4-difluoro-3-formylbenzoate dissolved in 10 ml of THF. After 40 minutes thereof, this was stirred at room temperature for 1 hour, mixed with appropriate amounts of saturated ammonium chloride aqueous solution and purified water, extracted with ethyl acetate and then dried with anhydrous magnesium sulfate. After concentration, the thus formed residue was purified by a silica gel column chromatography to obtain 1.20 g (50%) of tert-butyl 2,4-difluoro-3-vinylbenzoate (Reference Example 5-1) from a hexane-ethyl acetate (50:1) eluate. ES−: 239
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08076367B2 |
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| Source dataset | uspto-grants-2011_12 |
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| ORD ID | ord-d3424850e7084df9b99bb89841dd8669 |
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| Source note | uspto-grants-2011_12 |
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