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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1474283Generated: November 1, 2026

Borane;tetrahydrofuran → (5-bromo-3,4-dihydro-1H-isochromen-1-yl)methanol

https://huagongshe.com/reaction/1474283

Reaction equation

Participants

RoleNameHCIDCharge
ReactantBorane;tetrahydrofuranHCID 2723981—
Reactant5-bromo-3,4-dihydro-1H-isochromene-1-carboxylic acidHCID 66646467—
SolventTetrahydrofuranHCID 8028—
Product(5-bromo-3,4-dihydro-1H-isochromen-1-yl)methanolHCID 66646784—

Reaction Conditions

Temperature0 °C

Reaction Steps

A solution of 5-bromo-3,4-dihydro-1H-isochromene-1-carboxylic acid (0.500 g, 1.94 mmol) in 1 mL of THF was added BH3.THF (3.88 mL, 3.88 mmol) drop wise at 0° C. The mixture was stirred at 0° C. for 2 h. The reaction was quenched with water and aqueous sodium hydroxide (1 N, 2 mL). The contents were stirred for 3 h, and then extracted with EtOAc. The organic layer was dried and concentrated to give (5-bromo-3,4-dihydro-1H-isochromen-1-yl)methanol

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09018211B2
Source datasetuspto-grants-2015_04
ORD IDord-939629442abf4ce18e2b0aecee610572
Source noteuspto-grants-2015_04