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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2177046Generated: October 25, 2026

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

https://huagongshe.com/reaction/2177046

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 numberUS09067897B2
Source datasetuspto-grants-2015_06
ORD IDord-53d76e3d0af543e398f85ede967e13e3
Source noteuspto-grants-2015_06