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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 453837Generated: October 25, 2026

(R)-1,4-Benzodioxane-2-carboxylic acid → (S)-(2,3-dihydrobenzo[b][1,4]dioxin-2-yl)methanol

https://huagongshe.com/reaction/453837

Reaction equation

Participants

RoleNameHCIDCharge
Reactant(R)-1,4-Benzodioxane-2-carboxylic acidHCID 687062—
ReactantAluminium lithium hydrideHCID 21226445—
SolventTetrahydrofuranHCID 8028—
Product(S)-(2,3-dihydrobenzo[b][1,4]dioxin-2-yl)methanolHCID 676612—

Reaction Steps

(R)-2,3-Dihydro-benzo[1,4]dioxine-2-carboxylic acid (27.9 mmol, 5.02 g) was dissolved in dry THF (30 ml). LiAlH4 (56.9 mmol, 2.16 g) was added. The mixture was refluxed for 70 minutes. After cooling, the reaction was quenched with water and 1 M NaOH. The mixture was filtrated through Celite and evaporated to dryness. This gave 4.3 g of the title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08492549B2
Source datasetuspto-grants-2013_07
ORD IDord-5bbbff1dd90c422aaaf5649ebbf4db01
Source noteuspto-grants-2013_07