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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 278681Generated: October 26, 2026

Hexane → 6-Bromo-8-cyclopropyl-3,4-dihydro-4,4-dimethylspiro[2H-1-benzopyran-2,1'-cyclopropane]

https://huagongshe.com/reaction/278681

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHexaneHCID 8058—
ReactantDiazomethaneHCID 9550—
Reactant6-Bromo-3 4-dihydro-4,4-dimethyl-8-vinylspiro[2H-1-benzopyran-2,1'-cyclopropane]HCID 22568855—
Catalystpalladium(II) acetateHCID 167845—
SolventDiethyl EtherHCID 3283—
Product6-Bromo-8-cyclopropyl-3,4-dihydro-4,4-dimethylspiro[2H-1-benzopyran-2,1'-cyclopropane]HCID 22568911—

Reaction Steps

Following general procedure O and using A 6-bromo-3,4-dihydro-4,4-dimethyl-8-vinylspiro[2H-1-benzopyran-2,1′-cyclopropane] (Intermediate 41 1.36 g, 4.6 mmol), a solution of diazomethane in diethyl ether and palladium (II)acetate (˜30 mg) followed by flash column chromatography over silica gel (230-400 mesh) using hexane as the eluent, the title compound was obtained as a clear oil (1.38 g, 100%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06359135B1
Source datasetuspto-grants-2002_03
ORD IDord-5dd7e228c5cc40cea6eba2b64043aaeb
Source noteuspto-grants-2002_03