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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1293451Generated: October 31, 2026

Carbazole → HCID 68283147, compound

https://huagongshe.com/reaction/1293451

Reaction equation

Participants

RoleNameHCIDCharge
ReactantCarbazoleHCID 6854—
Reactant3,4-dihydro-2H-pyranHCID 8080—
CatalystBicyclo[2.2.1]heptane-1-methanesulfonic acid, 7,7-dimethyl-2-oxo-, (1S)-HCID 18462—
SolventChloroformHCID 6212—
ProductHCID 68283147HCID 6828314780.2%

Reaction Steps

To a stirred solution of carbazole (20.0 gm, 0.119 moles) in dry chloroform (300 ml) at 0° C., D-10 camphor sulphonic acid (5% W/W, 1.0 gm) was added followed by a solution of 3,4-dihydro 2H-pyran (0.149 moles, 13.6 ml) in dry chloroform (50 ml) dropwise over a period of 30 min. The reaction mixture was gradually warmed to room temperature and stirred at the same temperature for 2 hours. The reaction mixture was diluted with chloroform (400 ml) and washed with a solution of saturated NaHCO3 (150 ml), followed by water (150 ml), dried over Na2SO4 and concentrated to give 31 gm of crude material which was recrystallised from 500 ml of iso-propanol to give 24 gm of the title product as white crystalline powder, m. p: 131-133° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07238725B2
Source datasetuspto-grants-2007_07
ORD IDord-f4af990fa1ff49988392b2963adea897
Source noteuspto-grants-2007_07