HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 54795Generated: October 27, 2026
Water → (+/-)-4-Bromo-2-(2,4-difluorophenyl)tetrahydrofuran
https://huagongshe.com/reaction/54795
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Calcium Bromide | HCID 5360316 | — |
| Reactant | Calcium Hydroxide | HCID 6093208 | — |
| Reactant | alpha-(2,3-Dibromopropyl)-2,4-difluorobenzenemethanol | HCID 18923963 | — |
| Solvent | Methanol | HCID 887 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | (+/-)-4-Bromo-2-(2,4-difluorophenyl)tetrahydrofuran | HCID 85719042 | 57% |
Reaction Steps
A mixture of 4.5 g of product from Example 164, 1.67 g of calcium hydroxide, 7.5 g of calcium bromide, 25 ml of water and 12 ml of methyl alcohol is stirred and heated at 85° C. overnight. The reaction mixture is cooled, diluted with ethyl acetate and filtered through diatomaceous earth. The layers are separated and the organic layer is washed with saturated sodium chloride, dried, filtered and concentrated in vacuo. The residue is purified by chromatography (silica gel: 3-5% ethyl acetate/hexane) to give 1.96 g of the desired product as a mixture of isomers.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US05623081 |
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| Source dataset | uspto-grants-1997_04 |
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| ORD ID | ord-346c59c7b65f4ddba6f8c0daab77efe2 |
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| Source note | uspto-grants-1997_04 |
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