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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1819995Generated: November 3, 2026

Acetic Acid → HCID 57890363, compound

https://huagongshe.com/reaction/1819995

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetic AcidHCID 176—
Reactant2-MethylpyrrolidineHCID 13003—
ReactantSodium BicarbonateHCID 516892—
ReactantSodium triacetoxyborohydrideHCID 5049666—
Reactanttert-Butyl [2-(4-formylphenyl)ethyl]carbamateHCID 17796625—
SolventTetrahydrofuranHCID 8028—
ProductHCID 57890363HCID 5789036381.1%

Reaction Steps

To a solution of tert-butyl 2-(4-formylphenyl)ethylcarbamate (3.0 g, 12.0 mmol), 2-methylpyrrolidine (1.44 ml, 14.4 mmol) and acetic acid (1.4 ml, 24.0 mmol) in THF (100 ml) was added sodium triacetoxyborohydride (5.1 g, 24.0 mmol), and the mixture was stirred at room temperature for 16 hrs. 10% Sodium hydrogencarbonate solution (100 ml) was added to the reaction solution, and the mixture was extracted with ethyl acetate (200 ml). The extract was washed with saturated brine, and dried over magnesium sulfate, and solvent was evaporated under reduced pressure. The residue was purified by alumina column chromatography (developing solvent; hexane:ethyl acetate=4:1) to give the title compound (3.10 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07601868B2
Source datasetuspto-grants-2009_10
ORD IDord-85454743c87f4deebc91d93834b142a2
Source noteuspto-grants-2009_10