HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 591582Generated: October 30, 2026
3,4-dihydro-2H-pyran → 2-bromo-9-(tetrahydro-2H-pyran-2-yl)-9H-carbazole
https://huagongshe.com/reaction/591582
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | 3,4-dihydro-2H-pyran | HCID 8080 | — |
| Reactant | Benzenesulfonic acid, 4-methyl-, compd. with pyridine (1:1) | HCID 466102 | — |
| Reactant | 2-Bromo-9H-carbazole | HCID 12717089 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | 2-bromo-9-(tetrahydro-2H-pyran-2-yl)-9H-carbazole | HCID 17760679 | 90% |
Reaction Steps
10 mmol of 2-bromo-9H-carbazole, 0.1 mmol of pyridinium toluene-4-sulphonate, and 50 mmol of 3,4-dihydro-2H-pyran was added to dichloromethane at room temperature and let stir for 2 hours before the temperature was raised to 50° C. for 2 hours further. The solution was cooled, concentrated under reduced pressure, and subjected to column chromatography of silica with dichloromethane as the eluent. After concentrating under reduced pressure, 2-bromo-9-(tetrahydro-2H-pyran-2-yl)-9H-carbazole was isolated in 90% yield.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09238668B2 |
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| Source dataset | uspto-grants-2016_01 |
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| ORD ID | ord-3a70708bdc4e448a8ac33bb1b8ab87cf |
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| Source note | uspto-grants-2016_01 |
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