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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1700438Generated: November 1, 2026

Sodium hydride → HCID 18317347, compound

https://huagongshe.com/reaction/1700438

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium hydrideHCID 24758—
ReactantMethanesulfonyl chlorideHCID 31297—
ReactantHCID 18317732HCID 18317732—
SolventDimethylformamideHCID 6228—
ProductHCID 18317347HCID 1831734730.6%

Reaction Steps

To a suspension of 60% sodium hydride (0.13 g, washed with hexane thrice) in dimethylformamide (10 ml) was added 3-ethyl-6-phenyl-4,5,6,7-tetrahydroindol-4-one (0.64 g), and the mixture was stirred at room temperature for 30 minutes. To the mixture was added a solution of methanesulfonylchloride (0.34 g) in dimethylformamide (1 ml), and the mixture was stirred at the same temperature for 24 hours and then at 40° C. for 5 hours. Under reduced pressure, the solvent was evaporated, and the residue was dissolved in ethyl acetate. The solution was washed with water and saturated brine, dried with magnesium sulfate and concentrated under reduced pressure. The residue was recrystallized from diisopropylether and hexane to give colorless crystals of 3-ethyl-1-methanesulfonyl-6-phenyl-4,5,6,7-tetrahydroindol-4-one (0.26 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06350749B1
Source datasetuspto-grants-2002_02
ORD IDord-2efa757d02b1432a9a6d45f5e1cc01f7
Source noteuspto-grants-2002_02