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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1026323Generated: October 30, 2026

Toluene → HCID 86666309, compound

https://huagongshe.com/reaction/1026323

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTolueneHCID 1140—
ReactantSodium sulfate decahydrateHCID 62649—
ReactantDiisobutylaluminumhydrideHCID 21225700—
ReactantHCID 67777657HCID 67777657—
SolventTetrahydrofuranHCID 8028—
ProductHCID 86666309HCID 8666630999.6%

Reaction Conditions

Temperature-20 °C

Reaction Steps

To a solution of methyl 5-({(2S)-2-[(tert-butoxycarbonyl)amino]propyl}oxy)pyridine-2-carboxylate (4.78 g) in THF (75 mL) was added a toluene solution (1.0 M, 30.8 mL) of diisobutylaluminum hydride at −78° C., and the mixture was stirred at −20° C. for 2 hr under an argon atmosphere. Sodium sulfate decahydrate (22.7 g) was added thereto at −78° C., and the mixture was stirred at room temperature overnight. The reaction mixture was filtered through celite, and the solvent of the filtrate was evaporated under reduced pressure to give the title compound as a pale-yellow solid (4.30 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08729102B2
Source datasetuspto-grants-2014_05
ORD IDord-b10f9f743e004118b8fb30fe4f24bd61
Source noteuspto-grants-2014_05