Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 561795Generated: October 30, 2026

Methyl morpholine oxide → 2-Chloro-5-(2-methoxyethoxy)benzaldehyde

https://huagongshe.com/reaction/561795

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethyl morpholine oxideHCID 82029—
Reactant2-(Bromomethyl)-1-chloro-4-(2-methoxyethoxy)benzeneHCID 59177555—
Solvent1,4-DioxaneHCID 31275—
SolventSodium chloride; waterHCID 57417360—
Product2-Chloro-5-(2-methoxyethoxy)benzaldehydeHCID 86635913—

Reaction Conditions

Temperature80 °C

Reaction Steps

To a solution of 2-(bromomethyl)-1-chloro-4-(2-methoxyethoxy)benzene from the previous step (1 eq.) in dioxane (0.2 M) was added 4-methylmorpholine N-oxide (3 eq.). The reaction mixture was heated at 80° C. The resulting solution was allowed to cool to RT, poured into brine and then extracted with EtOAc. The combined organic extracts were dried over MgSO4, filtered and the filtrate concentrated in vacuo. Purification of the crude product thus obtained by way of flash chromatography (SiO2, Hex→2:1 (v/v) Hex:EtOAc) afforded the title compound as a pale yellow oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08063105B2
Source datasetuspto-grants-2011_11
ORD IDord-aafbd440ab6d41eaac148878ced3f83c
Source noteuspto-grants-2011_11