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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 491331Generated: October 31, 2026

Methanol → HCID 67304384, compound

https://huagongshe.com/reaction/491331

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethanolHCID 887—
ReactantBorane;tetrahydrofuranHCID 2723981—
Reactant1-(4-Fluorophenyl)-1H-imidazole-4-carboxylic acidHCID 17390048—
SolventTetrahydrofuranHCID 8028—
ProductHCID 67304384HCID 67304384—

Reaction Steps

1-(4-Fluoro-phenyl)-1H-imidazole-4-carboxylic acid (18 g, 87 mmol) was dissolved in 90 mL dry THF. Borane tetrahydrofuran complex (174 mL, 1M in THF, 174 mmol) was added dropwise. The reaction was refluxed for 2 h and stirred at room temperature overnight. The reaction mixture was cooled to 0° C. and 100 mL methanol were added dropwise. The solvents were evaporated. The residue was taken up in 100 mL 2N HCl and refluxed for 2 h. The reaction mixture was then cooled to 0° C. and 120 mL 2N sodium hydroxide solution were added dropwise. The solid material was filtered off and dried at 50° C. and 15 mbar. The desired compound was obtained as a white solid (13 g, 78%), MS: m/e=193.2 (M+H)+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07531529B2
Source datasetuspto-grants-2009_05
ORD IDord-91805663b5364d6faacd1db1c1f0568e
Source noteuspto-grants-2009_05