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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1983882Generated: November 1, 2026

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

https://huagongshe.com/reaction/1983882

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 numberUS07541357B2
Source datasetuspto-grants-2009_06
ORD IDord-8fcd86ebf4074875bc42762d43653796
Source noteuspto-grants-2009_06