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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1781819Generated: October 27, 2026

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

https://huagongshe.com/reaction/1781819

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 numberUS05633371
Source datasetuspto-grants-1997_05
ORD IDord-03b7bd662d1a4889abc766e94fc0d239
Source noteuspto-grants-1997_05