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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2267728Generated: October 30, 2026

Isopropanol → methyl 4-(2-propoxy)-1H-indole-2-carboxylate

https://huagongshe.com/reaction/2267728

Reaction equation

Participants

RoleNameHCIDCharge
ReactantIsopropanolHCID 3776—
ReactantTriphenylphosphineHCID 11776—
ReactantDiethyl azodicarboxylateHCID 5462977—
ReactantMethyl 4-hydroxy-1H-indole-2-carboxylateHCID 22310940—
SolventTetrahydrofuranHCID 8028—
Productmethyl 4-(2-propoxy)-1H-indole-2-carboxylateHCID 66841425—

Reaction Steps

DEAD (0.227 ml, 1.47 mmol) is slowly added to a solution of 4-Hydroxy-1H-indole-2-carboxylic acid methyl ester 75 (200 mg, 1.05 mmol), triphenylphosphine (384 mg, 1.47 mmol) and isopropanol (0.108 ml, 1.43 mmol) in 2 ml of THF. Stirring is continued for 20 minutes and the solvent is then evaporated. The crude mixture is purified by chromatography on silicagel using cyclohexane/EtOAc (9/1).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07858781B2
Source datasetuspto-grants-2010_12
ORD IDord-8e8adc0a2ea547438e9e1c375e5ba549
Source noteuspto-grants-2010_12