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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2407333Generated: October 31, 2026

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

https://huagongshe.com/reaction/2407333

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 numberUS08809536B2
Source datasetuspto-grants-2014_08
ORD IDord-85531babb85d4176aef3a79ef1d2d2e1
Source noteuspto-grants-2014_08