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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1774935Generated: November 1, 2026

Methanol → 3-Fluoro-2-(1-trityl-1H-imidazol-4-yl)benzaldehyde

https://huagongshe.com/reaction/1774935

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethanolHCID 887—
ReactantDiisobutylaluminum hydrideHCID 14487—
ReactantAmmonium ChlorideHCID 25517—
ReactantMethyl 3-fluoro-2-(1-trityl-1H-imidazol-4-yl)benzoateHCID 70874744—
SolventTolueneHCID 1140—
SolventEthyl AcetateHCID 8857—
SolventSodium chloride; waterHCID 57417360—
Product3-Fluoro-2-(1-trityl-1H-imidazol-4-yl)benzaldehydeHCID 89052954—

Reaction Steps

To a solution of methyl 3-fluoro-2-(1-trityl-1H-imidazol-4-yl)benzoate (62 mg, 0.134 mmol) in toluene (4 mL) at −78° C. was added dropwise a solution DIBAH (1 M, 0.161 mL, 0.161 mmol) Stirring was continued at for 10 min. At this temperature, dry methanol was added. The mixture was poured into saturated aqueous NH4Cl (5 mL), diluted with EtOAc (15 mL), shaken vigorously for 3 min, added brine (5 mL), shaken again, the phases separated and the organic layer dried over Na2SO4, filtered, and evaporated to give the desired aldehyde which was used without further purification.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09260434B2
Source datasetuspto-grants-2016_02
ORD IDord-ba53e2c1376e4664ba7aea1dd6575aa3
Source noteuspto-grants-2016_02