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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1871366Generated: November 3, 2026

Methyl iodide → (cis)-4-(3,4-Dimethoxyphenyl)-2-methyl-4a,5,6,7,8,8a-hexahydro-2H-phthalazin-1-one

https://huagongshe.com/reaction/1871366

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethyl iodideHCID 6328—
ReactantSodium hydrideHCID 24758—
Reactant(cis)-4-(3,4-Dimethoxyphenyl)-4a,5,6,7,8,8a-hexahydro-2H-phthalazin-1-oneHCID 10913208—
SolventDimethylformamideHCID 6228—
Product(cis)-4-(3,4-Dimethoxyphenyl)-2-methyl-4a,5,6,7,8,8a-hexahydro-2H-phthalazin-1-oneHCID 70003942—

Reaction Steps

6 mmol of a 60% suspension of sodium hydride in mineral oil was added to a suspension of 5 mmol of compound 1 in about 40 ml of dimethylformamide, under a flow of nitrogen at room temperature. After stirring this mixture for 30 minutes, 7 mmol of iodomethane was added and the resulting mixture was stirred for another 4 hours, after which the solvent was evaporated. The residue was partitioned between ethyl acetate and water, the organic layer was dried over magnesium sulfate and evaporated. The residue was purified by chromatography (dichloromethane). Crystallized from petroleum ether (60-95° C.). M.p. 110-112° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06103718
Source datasetuspto-grants-2000_08
ORD IDord-1e050df5a8f64e808385a028b55c4ce4
Source noteuspto-grants-2000_08