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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1063870Generated: November 3, 2026

Borane;tetrahydrofuran → HCID 22277862, compound

https://huagongshe.com/reaction/1063870

Reaction equation

Participants

RoleNameHCIDCharge
ReactantBorane;tetrahydrofuranHCID 2723981—
Reactant4-(4-Hydroxyphenoxy)-3,5-diiodobenzoic acidHCID 12961897—
SolventTetrahydrofuranHCID 8028—
ProductHCID 22277862HCID 2227786283%

Reaction Conditions

Temperature60 °C

Reaction Steps

To a solution of 4-(4-hydroxy-phenoxy)-3,5-diiodobenzoic acid (400 mg, 0.828 mmol) in THF (6.0 ml) under argon was added borane-THF complex (3.31 mmol, 3.31 ml of 1M solution in THF) dropwise. After addition, the reaction mixture was heated at 60° C. for 3 h, then quenched with water and extracted with ethyl acetate three times. The organic extract was washed with water, then brine, dried (sodium sulfate) and concentrated in vacuo to afford the title compound (321 mg, 83%) as a white solid. 1H NMR (400 MHz, CDCl3) δ 7.79 (s, 2H), 6.67 (d, j=8.8 Hz, 2H), 6.55 (d, j=8.8 Hz, 2H), 4.55 (s, 2H) MS: (M+1-H2O)=451

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06967220B2
Source datasetuspto-grants-2005_11
ORD IDord-74a1c11a5a574823a02e5e266dfe389c
Source noteuspto-grants-2005_11