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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1517013Generated: November 4, 2026

Acetyl chloride → 1H-indole-2-carbonyl Chloride

https://huagongshe.com/reaction/1517013

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetyl chlorideHCID 6367—
ReactantPhosphorus pentachlorideHCID 24819—
ReactantIndole-2-carboxylic acidHCID 72899—
SolventDiethyl EtherHCID 3283—
Product1H-indole-2-carbonyl ChlorideHCID 1181620873.3%

Reaction Steps

To a mixture of 1H-Indole-2-carboxylic acid (2.50 g, 15.5 mmol) and acetyl chloride (31 mL, 0.43 mol) in Et2O (31.5 mL) was added phosphorus pentachloride (3.55 g, 17.1 mmol) in portions, and the mixture was then heated under reflux for 1.5 hours. The cooled reaction mixture was concentrated under reduced pressure, and the crude product obtained thus was recrystallized from heptanes to give 1H-indole-2-carbonyl chloride (2.04 g, 73%) as yellow needles.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08227486B2
Source datasetuspto-grants-2012_07
ORD IDord-beef6375891a4a8a9f9493d59d379939
Source noteuspto-grants-2012_07