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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1012277Generated: October 30, 2026

Water → HCID 11696476, compound

https://huagongshe.com/reaction/1012277

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantSodium hydrideHCID 24758—
ReactantHCID 23152835HCID 23152835—
SolventDimethylformamideHCID 6228—
ProductHCID 11696476HCID 1169647642.4%

Reaction Steps

To a solution of methyl 2-[2-(2-chloroethoxy)phenyl]-3-cyclohexyl-1H-indole-6-carboxylate (180 mg, 0.44 mmol) in N,N-dimethylformamide (6 ml) was added sodium hydride (20 mg, 0.49 mmol) under ice-cooling, and the mixture was stirred at room temperature for 24 hr. Water was added to the reaction mixture and the mixture was extracted with ethyl acetate. The organic layer was washed with saturated brine and dried over anhydrous sodium sulfate. After filtration, the solvent was evaporated under reduced pressure, and diisopropyl ether was added to the residue. The precipitated solid was collected by filtration, washed with diisopropyl ether and dried in vacuo to give methyl 12-cyclohexyl-6,7-dihydro-5-oxa-7a-azadibenzo[a,e]azulene-9-carboxylate (70 mg, yield 42.3%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07977331B1
Source datasetuspto-grants-2011_07
ORD IDord-f281303262f045898ffdf8a92b797470
Source noteuspto-grants-2011_07