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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1166994Generated: October 26, 2026

Benzo-1,3-dioxole-5-acetic acid → 1-(1,3-Dioxaindan-5-yl)ethan-1-ol

https://huagongshe.com/reaction/1166994

Reaction equation

Participants

RoleNameHCIDCharge
ReactantBenzo-1,3-dioxole-5-acetic acidHCID 76115—
ReactantBorane;tetrahydrofuranHCID 2723981—
SolventTetrahydrofuranHCID 8028—
Product1-(1,3-Dioxaindan-5-yl)ethan-1-olHCID 22188298%

Reaction Steps

To a solution of 2-(3,4-methylenedioxy)phenylacetic acid (5 g, 25.75 mmol) in anhydrous THF (20 ml) at 0° C. was added BH3THF (40 ml, 1.0 M in THF). The mixture was stirred at room temperature for 1 h. To work up, THF was evaporated on a rotavap. The residue was treated with water (100 ml) Acidified and extracted with ether (2×100 ml). Removal of the solvent under reduced pressure gave 2-(3,4-methylenedioxy)phenyl-1-ethanol as an oil (4.7 g, 98% yield).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06613804B2
Source datasetuspto-grants-2003_09
ORD IDord-bb4f0a95448a4016a91992a3df1c16c5
Source noteuspto-grants-2003_09