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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 4382Generated: October 25, 2026

1,3-Cyclohexanedione → 1,2,3,9-Tetrahydro-6-(phenylmethoxy)-4H-carbazol-4-one

https://huagongshe.com/reaction/4382

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1,3-CyclohexanedioneHCID 10434—
Reactant(4-(Benzyloxy)phenyl)hydrazine monohydrochlorideHCID 3016725—
SolventEthanolHCID 702—
SolventWaterHCID 962—
Product1,2,3,9-Tetrahydro-6-(phenylmethoxy)-4H-carbazol-4-oneHCID 2015244738.4%

Reaction Steps

1,3-Cyclohexanedione (3.1 g) and the product of Stage (i) (5.6 g) in ethanol (196 ml) and water (39 ml) was stirred at room temperature for 3 h and then heated to reflux for 14 h. The resulting solution was allowed to cool, poured into water (500 ml) and the precipitate filtered and washed with isopropyl acetate and ether to give a solid. Recrystallisation from methanol gave the title compound as a solid (2.5 g) m.p. 235°-237°.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04725615
Source datasetuspto-grants-1988_02
ORD IDord-78fc489b6c4b4be39c7bb6d9b5564ba7
Source noteuspto-grants-1988_02