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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1073897Generated: October 31, 2026

m-Chloroperbenzoic acid → 2-[3,4-dihydro-2,2-dimethyl-6-(4-nitrobenzoyl)-2H-1-benzopyran-4-yl]pyridine N-oxide

https://huagongshe.com/reaction/1073897

Reaction equation

Participants

RoleNameHCIDCharge
Reactantm-Chloroperbenzoic acidHCID 70297—
Reactant3,4-dihydro-2,2-dimethyl-6-(4-nitrobenzoyl)-4-(2-pyridyl)-2H-1-benzopyranHCID 19895640—
SolventDichloromethaneHCID 6344—
Product2-[3,4-dihydro-2,2-dimethyl-6-(4-nitrobenzoyl)-2H-1-benzopyran-4-yl]pyridine N-oxideHCID 5422458335.8%

Reaction Steps

134 mg of 3,4-dihydro-2,2-dimethyl-6-(4-nitrobenzoyl)-4-(2-pyridyl)-2H-1-benzopyran were dissolved in 15 ml of dichloromethane and 72 mg of m-chloroperbenzoic acid were added. The mixture was stirred at room temperature overnight. After washing in succession with sodium bisulphite solution and sodium bicarbonate solution the organic phase was dried over sodium sulphate and evaporated. The residue was chromatographed on silica gel using ethyl acetate/methanol (4:1) for the elution. The residue was recrystallized from isopropanol to give 50 mg of 2-[3,4-dihydro-2,2-dimethyl-6-(4-nitrobenzoyl)-2H-1-benzopyran-4-yl]-pyridine N-oxide of melting point 209°-211° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04971982
Source datasetuspto-grants-1990_11
ORD IDord-f0139b3780c144ceac997cfdda38349a
Source noteuspto-grants-1990_11