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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1070696Generated: October 31, 2026

Diethyl Ether → (E)-3-(5,6-Dichloroindol-2-yl)-2-propenaldehyde

https://huagongshe.com/reaction/1070696

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiethyl EtherHCID 3283—
ReactantSodium ChlorideHCID 5234—
Reactant3-(5,6-Dichloro-2-indolyl)-2-propen-1-olHCID 54073782—
Product(E)-3-(5,6-Dichloroindol-2-yl)-2-propenaldehydeHCID 1082393189%

Reaction Steps

To a solution of (E) 3-(5,6-dichloroindol-2-yl)-2-propen-1-ol (23.8 g, 98.3 mmol) in diethyl ether (800 ml) activated MnO2 (71 g, 8.76 mol) and NaCl (60 g) were added and the resulting suspension stirred for one day at RT. It was then filtered on a Celite pad repeatedly washed with AcOEt and the organic phase dried (MgSO4) and evaporated to give 21.0 g of the title compound (87.5 mmol, yield 89.0%) that was used as such in the next step.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06903117B2
Source datasetuspto-grants-2005_06
ORD IDord-4f8b37c8b9984d3383023638a651ad23
Source noteuspto-grants-2005_06