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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2205267Generated: November 1, 2026

Bromine → 2-bromo-8,9-dihydro-4H-cyclopenta[def]phenanthrene

https://huagongshe.com/reaction/2205267

Reaction equation

Participants

RoleNameHCIDCharge
ReactantBromineHCID 24408—
ReactantSodium SulfiteHCID 24437—
Reactant8,9-Dihydrocyclopenta[def]phenanthreneHCID 605749—
SolventCarbon TetrachlorideHCID 5943—
Product2-bromo-8,9-dihydro-4H-cyclopenta[def]phenanthreneHCID 1252436380.1%

Reaction Steps

8.5 g (44.2 mmol) of 8,9-dihydro-4H-cyclopenta[def]phenanthrene was dissolved in 80 ml of CCl4, and 7.1 g (44.2 mmol) of Br2 was then slowly added thereto at 0° C. The reaction solution was stirred at room temperature for 4 hours and a 10% Na2SO3 solution was added thereto to separate the organic layer. The obtained organic layer was dried with magnesium sulfate, the solvent was evaporated therefrom, and the resultant product was recrystallized with n-hexane. As a result, 9.6 g of the target material was obtained (yield: 80%). The obtained compound was confirmed by LC-MS.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09371270B2
Source datasetuspto-grants-2016_06
ORD IDord-22f72b8d5ffb481a8c11920f941fa040
Source noteuspto-grants-2016_06