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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1171212Generated: November 3, 2026

Ammonium → (5-Bromo-1-benzofuran-2-yl)methanol

https://huagongshe.com/reaction/1171212

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAmmoniumHCID 223—
ReactantEthyl (5-bromobenzofuran)-2-carboxylateHCID 735184—
ReactantAluminum(III) ChlorideHCID 6451240—
ReactantAluminium lithium hydrideHCID 21226445—
SolventTetrahydrofuranHCID 8028—
Product(5-Bromo-1-benzofuran-2-yl)methanolHCID 279553792.3%

Reaction Conditions

Temperature0 °C

Reaction Steps

To a tetrahydrofuran (20 mL) solution of lithium aluminum hydride (706 mg, 18.6 mmol) was added aluminum chloride (2.98 g, 22.3 mmol), which was stirred until the aluminum chloride dissolved in tetrahydrofuran. Then, to the reaction mixture was added 5-bromo-benzofuran-2-carboxylic acid ethyl ester (1.00 g, 3.72 mmol) described in Production Example 56-1-1 at 0° C. followed by stirring at 0° C. for 20 minutes. To the reaction solution was added aqueous ammonium followed by filtering through Celite. The filtrate was concentrated under a reduced pressure and the residue was purified by silica gel column chromatography (heptane:ethyl acetate=2:1) to obtain the title compound (780 mg, 92%) as a white solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07829585B2
Source datasetuspto-grants-2010_11
ORD IDord-595ada0553774968b33caed3e83ca3cc
Source noteuspto-grants-2010_11