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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1725417Generated: November 2, 2026

Diethyl Ether → HCID 17985621, compound

https://huagongshe.com/reaction/1725417

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiethyl EtherHCID 3283—
ReactantSodium BicarbonateHCID 516892—
ReactantIndole-7-carboxaldehydeHCID 2734629—
ReactantHCID 178418348HCID 178418348—
SolventTetrahydrofuranHCID 8028—
SolventEthyl AcetateHCID 8857—
ProductHCID 17985621HCID 1798562194.5%

Reaction Steps

Add 7-formylindole (1.0 g, 6.89 mmol) in anhydrous tetrahydrofuran (15 ml) dropwise to a solution of 1.4M methyllithium in diethyl ether (12.2 ml, 17.1 mmol) at −78° C. After 15 minutes add saturated aqueous sodium bicarbonate (15 ml). Dilute with 1:1 ethyl acetate: diethyl ether, wash with saturated aqueous sodium bicarbonate followed by saturated aqueous sodium chloride, dry over magnesium sulfate, and concentrate under reduced pressure to provide desired compound (1.05 g, 94%) as a white solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07491716B2
Source datasetuspto-grants-2009_02
ORD IDord-71f44969a54540c5960b26e1e71ce37e
Source noteuspto-grants-2009_02