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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2303955Generated: November 1, 2026

Dimethylformamide → 5-Methoxyindole-3-carbaldehyde

https://huagongshe.com/reaction/2303955

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
Reactant5-MethoxyindoleHCID 13872—
ReactantSodium HydroxideHCID 14798—
ReactantPhosphorus oxychlorideHCID 24813—
SolventWaterHCID 962—
Product5-Methoxyindole-3-carbaldehydeHCID 82758—

Reaction Conditions

Temperature40 °C

Reaction Steps

To stirred dimethylformamide is added dropwise phosphorus oxychloride. The mixture is stirred for 10 min and a solution of 5-methoxyindole in dimethylformamide is added dropwise. The mixture is heated to 40° C. for 45 min, cooled to room temperature and then treated with a solution of sodium hydroxide in water. The mixture is heated to 50° C. for 10 min, cooled to room temperature, poured onto crushed ice and filtered. The filter cake is recrystallised (methanol) to give the product as a white solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06433175B1
Source datasetuspto-grants-2002_08
ORD IDord-e06a319054fe43a39464f7f5120001d7
Source noteuspto-grants-2002_08