Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1494430Generated: October 30, 2026

Dimethylformamide → 7-Fluoro-1H-indole-3-carbaldehyde

https://huagongshe.com/reaction/1494430

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
ReactantSodium HydroxideHCID 14798—
ReactantPhosphorus oxychlorideHCID 24813—
Reactant7-Fluoro-1H-indoleHCID 2774504—
SolventWaterHCID 962—
Product7-Fluoro-1H-indole-3-carbaldehydeHCID 22139120—

Reaction Steps

Phosphoryl chloride (2.0 ml) was added to DMF (3 ml) under nitrogen at 0° and to this mixture was added 7-fluoroindole (2.1 g) in dry DMF (4 ml). The mixture was stirred for 1h, 5N sodium hydroxide solution (50 ml) was added, and stirring was continued at 50° for 1h. The mixture was then diluted with water (200 ml) and extracted with ethyl acetate (2×200 ml). The combined, dried organic extracts were evaporated in vacuo to give the title compound (2.07 g), m.p. 203°-205°.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05026722
Source datasetuspto-grants-1991_06
ORD IDord-fa12bf155614454f83032b68e2a4919e
Source noteuspto-grants-1991_06