Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1971839Generated: October 29, 2026

Diisobutylaluminum hydride → 3-[4-Fluoro-2-(morpholine-4-sulfonyl)-phenyl]-propionaldehyde

https://huagongshe.com/reaction/1971839

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiisobutylaluminum hydrideHCID 14487—
Reactant3-[4-Fluoro-2-(morpholine-4-sulfonyl)-phenyl]-propionic acid methyl esterHCID 58126907—
SolventTolueneHCID 1140—
Product3-[4-Fluoro-2-(morpholine-4-sulfonyl)-phenyl]-propionaldehydeHCID 5812689747.1%

Reaction Conditions

Temperature-70 °C

Reaction Steps

The solution of the product of example 87 (830 mg, 2.5 mmol) in toluene (5 ml) was cooled down to −70° C. DIBAL-H (1 mol/l in toluene, 3.12 ml) was added dropwise. After completion of addition, the mixture was stirred at −70° C. for one hour. Then the reaction was quenched by adding MeOH (2 ml), after which it was warmed to room temperature. The mixture was dissolved in EA, washed with brine, dried and evaporated under reduced pressure. The residue was purified by column chromatography (PE:EA=3:2) to afford the title compound (355 mg, 47% yield).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08431581B2
Source datasetuspto-grants-2013_04
ORD IDord-30e498ae30a94796ab53fa0e87a32ecb
Source noteuspto-grants-2013_04