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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1865920Generated: October 27, 2026

Water → Ethyl 6-chloro-3-formyl-1H-indole-2-carboxylate

https://huagongshe.com/reaction/1865920

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantDimethylformamideHCID 6228—
ReactantSodium HydroxideHCID 14798—
ReactantPhosphorus oxychlorideHCID 24813—
ReactantEthyl 6-chloroindole-2-carboxylateHCID 7015027—
ProductEthyl 6-chloro-3-formyl-1H-indole-2-carboxylateHCID 4591751—

Reaction Conditions

Temperature60 °C

Reaction Steps

To a stirred solution of 2.36 g (0.011 mol) of 6-chloro-1H-indole-2-carboxylic acid ethyl ester in DMF (20 ml) was added phosphorus oxychloride (1.08 ml, 0.012 mol) at RT. The solution was heated at 60° C. for 2 hours, then cooled to RT, and poured into water. The ph was adjusted to 7 by careful addition of aq. NaOH 2N. The resulting brown precipitate was collected by filtration and dried over night in a vacuum oven (50° C.). The title compound was obtained as light brown solid, 2.05 g (77%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07629353B2
Source datasetuspto-grants-2009_12
ORD IDord-922e35a1652d4c3786365db6252b82d6
Source noteuspto-grants-2009_12