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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1741953Generated: November 3, 2026

Sulfuric Acid → 4,5-(Dimethylmethylenedioxy)-3-methoxymethoxy-6-heptenal

https://huagongshe.com/reaction/1741953

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSulfuric AcidHCID 1118—
Reactant4,5-(Dimethylmethylenedioxy)-3-methoxymethoxy-6-heptenenitrileHCID 19011004—
ReactantDiisopropylaluminium hydrideHCID 21896610—
SolventTolueneHCID 1140—
SolventDiethyl EtherHCID 3283—
Product4,5-(Dimethylmethylenedioxy)-3-methoxymethoxy-6-heptenalHCID 19010974—

Reaction Conditions

Temperature-40 °C

Reaction Steps

4,5-(Dimethylmethylenedioxy)-3-methoxymethoxy-6-heptenenitrile (159.8 mg) was dissolved in dry toluene, and 1.6 ml of 0.5N diisopropyl aluminum hydride was added at -78° C. The reaction mixture was stirred at -78° C. for 2 hours and at -40° C. for 30 minutes, and 5% dilute sulfuric acid was gradually added at 0° C. The reaction mixture was diluted with diethyl ether, and the organic layer was washed with a sodium chloride aqueous solution, dried over anhydrous magnesium sulfate, concentrated under reduced pressure to afford 91.1 mg of 4,5-(dimethylmethylenedioxy)-3-methoxymethoxy-6-heptenal.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05334740
Source datasetuspto-grants-1994_08
ORD IDord-98edb730e60d48819774689c181c6cdb
Source noteuspto-grants-1994_08