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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1364467Generated: October 25, 2026

3',4'-Methylenedioxymandelic acid → 1,2-Ethanediol, 1-(1,3-benzodioxol-5-yl)-

https://huagongshe.com/reaction/1364467

Reaction equation

Participants

RoleNameHCIDCharge
Reactant3',4'-Methylenedioxymandelic acidHCID 119618—
ReactantAluminium lithium hydrideHCID 21226445—
SolventTetrahydrofuranHCID 8028—
Product1,2-Ethanediol, 1-(1,3-benzodioxol-5-yl)-HCID 1491981893.3%

Reaction Conditions

Temperature0 °C

Reaction Steps

To a stirred solution of 3,4-(methylenedioxy)mandelic acid (1.5 g, 7.65 mmol) in tetrahydrofuran was added lithium aluminum hydride (0.58 g, 15.29 mmol). The reaction mixture was refluxed for 1.5 hours. The reaction mixture was cooled (0° C.), quenched with sat. ammonium chloride solution, filtered, concentrated to yield 1.3 g of 1-benzo[1,3]dioxol-5-yl-ethane-1,2-diol

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07888366B2
Source datasetuspto-grants-2011_02
ORD IDord-ebd2f306f0344d28b76959c213968265
Source noteuspto-grants-2011_02