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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2254733Generated: October 27, 2026

Dimethylformamide → 2-(4-Hydroxy-3-methoxy-5-nitrobenzoyl)-3-methylindole

https://huagongshe.com/reaction/2254733

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
ReactantPhenacylamineHCID 11952—
Reactant2-Bromo-4'-hydroxy-3'-methoxy-5'-nitroacetophenoneHCID 14450983—
Product2-(4-Hydroxy-3-methoxy-5-nitrobenzoyl)-3-methylindoleHCID 21458979—

Reaction Steps

ac) A solution of 29.0 g of 2-bromo-4'-hydroxy-3'-methoxy-5'-nitroacetophenone and 13.5 g of 2-aminoacetophenone in 250 ml of dry N,N-dimethylformamide is stirred at 90° for 16 hours. The reaction mixture is then evaporated to about two thirds and poured on to ice. The separated crystals are filtered under suction and dissolved in methylene chloride. The solution is washed with saturated sodium chloride solution, dried over sodium sulfate, filtered and evaporated. There is obtained 2-(4-hydroxy-3-methoxy-5-nitrobenzoyl)-3-methylindole of m.p. 195°-197° (from methylene chloride/methanol).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05236952
Source datasetuspto-grants-1993_08
ORD IDord-3dbb550fd58a416890eb50aba865e0d7
Source noteuspto-grants-1993_08