1,4-Dioxane → 6-Chloroquinoline-2-carbaldehyde

HRID 40581

Reaction equation

[Cl:1][C:2]1[CH:3]=[C:4]2[C:9](=[CH:10][CH:11]=1)[N:8]=[C:7]([CH3:12])[CH:6]=[CH:5]2.[O:13]1CCOCC1>>[Cl:1][C:2]1[CH:3]=[C:4]2[C:9](=[CH:10][CH:11]=1)[N:8]=[C:7]([CH:12]=[O:13])[CH:6]=[CH:5]2

Participants

Reactant 2

HCID 312751,4-Dioxane

HCID 1359656-Chloroquinaldine

Product 1

HCID 2712836-Chloroquinoline-2-carbaldehyde

Conditions

Temperature: 80 °C

Procedure

A suspension of 6-chloro-2-methyl-quinoline (355 mg) and SeO2 (233 mg) in 1,4-dioxane (3 mL) was heated at 80° C. for 16 h. The resulting black mixture was filtered through diatomaceous earth. Concentration of the filtrate gave the title compound as a yellow powder (324 mg).

Workup

filtrationThe resulting black mixture was filtered through diatomaceous earth

Sources & evidence

ORD record: ord-2952c511f0834aa6ab9efb4ef46915e5
Source dataset: uspto-grants-2013_09
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08530476B2

Linked notes

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