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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1762068Generated: October 31, 2026

Acetic Anhydride → Acetamide, N-[(1S)-1-(1-naphthalenyl)ethyl]-

https://huagongshe.com/reaction/1762068

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetic AnhydrideHCID 7918—
Reactant1-Naphthalenemethanamine, alpha-methyl-, (alphaS)-HCID 66325—
SolventPyridineHCID 1049—
SolventChloroformHCID 6212—
ProductAcetamide, N-[(1S)-1-(1-naphthalenyl)ethyl]-HCID 85272259,479.898%

Reaction Conditions

Temperature38 °C

Reaction Steps

5 g of (S)-(-)-α-(1-naphthyl)ethylamine (manufactured by Hydras Kagaku) was dissolved in 20 ml of pyridine, and 5.07 mg of acetic anhydride was added thereto under cooling with ice. The mixture was stirred at 38° C. for 12 hours. The reaction solution was diluted with 500 ml of chloroform, and the organic layer was sequentially washed with a dilute hydrochloric acid aqueous solution, a dilute sodium hydroxide aqueous solution and a saturated sodium chloride aqueous solution and dried over anhydrous sodium sulfate. The solvent was distilled off under reduced pressure. The reaction mixture thus obtained was recrystallized from dried ethanol to obtain 6.3 g of N-acetyl-(S)-α-(1-naphthyl)ethylamine. This substance is a known compound, and the measured values of various physical properties agreed to the values disclosed in literatures.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04830921
Source datasetuspto-grants-1989_05
ORD IDord-83bb455b62c44d889418db4af67ac3f6
Source noteuspto-grants-1989_05