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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 490760Generated: October 25, 2026

Oxalyl chloride → (6-Benzyloxy-1H-indol-3-yl)-oxo-acetic acid methyl ester

https://huagongshe.com/reaction/490760

Reaction equation

Participants

RoleNameHCIDCharge
ReactantOxalyl chlorideHCID 65578—
Reactant6-(benzyloxy)-1H-indoleHCID 260804—
ReactantSodium MethoxideHCID 10942334—
SolventDiethyl EtherHCID 3283—
Product(6-Benzyloxy-1H-indol-3-yl)-oxo-acetic acid methyl esterHCID 34181007—

Reaction Conditions

Temperature-78 °C

Reaction Steps

To a solution of 6-benzoxyindole (1.05 g, 4.7 mmol) in ether (8 mL) is added oxalyl chloride (0.45 mL) at 0˜5° C., stirred for 2 hrs. The reaction mixture is cooled to −78° C., sodium methoxide (25% w/w in methanol, 2.4 mL) is added, warmed up to room temperature, quenched by water. Solid product is collected by filtration, washed by water and dried under vacuum.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07528160B2
Source datasetuspto-grants-2009_05
ORD IDord-f97a990fb24c4b1b9c321f775e1f21f9
Source noteuspto-grants-2009_05