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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1613165Generated: November 2, 2026

1-Methylindole → (1-methyl-1H-indol-3-yl)-oxo-acetyl chloride

https://huagongshe.com/reaction/1613165

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1-MethylindoleHCID 11781—
ReactantOxalyl chlorideHCID 65578—
SolventDiethyl EtherHCID 3283—
Product(1-methyl-1H-indol-3-yl)-oxo-acetyl chlorideHCID 1079902792.8%

Reaction Steps

1-Methylindole (6.8 g; 52.5 mmol) was dissolved in 100 ml of ether. The solution was stirred under a nitrogen atmosphere while α-oxo-α-chloroacetyl chloride (7.6 g; 60.3 mmol) was added in approximately 0.5 ml aliquots via a syringe. The reaction mixture was stirred for an additional 30 minutes at ambient temperature and then cooled in an ice bath. The product was collected as a precipitate on a sintered funnel and dried to yield 10.8 g (48.7 mmol) of 1-methyl α-oxo-3-indoleacetyl chloride, m.p. 122°-133° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05192770
Source datasetuspto-grants-1993_03
ORD IDord-80448fb0207244b4ae8691cde18edcb4
Source noteuspto-grants-1993_03