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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2425371Generated: October 28, 2026

Water → N-Benzyl-6,6-dimethyl-1H-pyrano[2,3-f]indole-2-one

https://huagongshe.com/reaction/2425371

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantN-Benzyl-6,6-dimethyl-1H-pyrano[2,3-f]indole-2,3-dioneHCID 59134332—
SolventDimethylformamideHCID 6228—
SolventHydrazine hydrate (1:1)HCID 24654—
ProductN-Benzyl-6,6-dimethyl-1H-pyrano[2,3-f]indole-2-oneHCID 5913430365%

Reaction Conditions

Temperature100 °C

Reaction Steps

To a solution of N-benzyl-6,6-dimethyl-1H-pyrano[2,3-f]indole-2,3-dione (500 mg, 1.57 mmol) in DMF (5 mL), hydrazine monohydrate (2.5 mL) was added, and the resulting mixture was stirred at 100° C. for 1.5 hour. Water was added thereto, and the resulting solution was extracted with ethyl acetate. The resulting organic phase was washed with saturated ammonium chloride aqueous solution and then with saturated sodium chloride solution, dried over anhydrous sodium sulfate, concentrated and purified by silica gel column (hexane/ethyl acetate=3/1) to obtain the aimed product (yield: 65%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07964623B2
Source datasetuspto-grants-2011_06
ORD IDord-f2626dda8824429ab388fcfa5ad6b0e7
Source noteuspto-grants-2011_06