HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 61777Generated: October 26, 2026
Tetrahydrofuran → HCID 66834488, compound
https://huagongshe.com/reaction/61777
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Tetrahydrofuran | HCID 8028 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Pyrrolidine | HCID 31268 | — |
| Reactant | 3-Methoxy-5,5-dimethyl-6-oxo-5,6,7,8-tetrahydro-naphthalen-2-sulfonyl chloride | HCID 86663820 | — |
| Solvent | Water | HCID 962 | — |
| Product | HCID 66834488 | HCID 66834488 | 75% |
Reaction Steps
The THF (4 ml) solution of 3-methoxy-5,5-dimethyl-6-oxo-5,6,7,8-tetrahydro-naphthalen-2-sulfonyl chloride (Compound CC1, 295 mg, 0.974 mmol) was cooled to 0° C., and the tetrafuran (1 ml) solution combining pyrrolidine (121 μl, 1.5 eq.) and triethylamine (272 μl, 2 eq.) was added dropwise thereto over 2 min. The mixture was stirred at 0° C. until Compound CC-1 disappears. The reaction solution was added with distilled water and extracted with ethyl acetate. The organic layer was washed with 10% aqueous solution of disodium ethylenediamine tetraacetic acid. The organic layer was washed with brine and dried over sodium sulfate. The drying agent was removed by filtration and the residues obtained after concentration under reduced pressure were purified by silica gel column chromatography (ethyl acetate/hexane) to obtain the title compound (246 mg, 75%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09440922B2 |
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| Source dataset | uspto-grants-2016_09 |
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| ORD ID | ord-7fbf964429d643278ede688c30d7e3e5 |
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| Source note | uspto-grants-2016_09 |
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