Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 892535Generated: October 30, 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/892535

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 numberUS05118694
Source datasetuspto-grants-1992_06
ORD IDord-bc94df84ffa44586a9d61ceb1c1e2dff
Source noteuspto-grants-1992_06