video tutorial Cyclohexylamine via oxime reduction using zinc and acetic acid

Name: video tutorial - Cyclohexylamine via oxime reduction using zinc and acetic acid
Uploaded: 2025-12-11T09:03:44.296Z
Duration: 8 min 55 s
Description: In this video, we're going to try out a different way of reducing N-Otisim to an amine....Check out our previous video for details of how we made this using cyclohexanone and hydroxylamine hydrochloride.

Objective: demonstrate a zinc–acetic acid reduction of cyclohexanone oxime to cyclohexylamine, with alterations to the workup observed.
Setup and reagents: dissolve 12 g of cyclohexanone oxime in 60 mL glacial acetic acid in a 250 mL beaker; add ~21 g finely powdered cyclohexanone and zinc; heat and stir, then continue stirring as the reaction proceeds.
Procedure highlights: initial reaction shows little immediate change; after adding all zinc, a light precipitate and foam form, temperature rises to around 80°C, then is cooled to ~50°C and stirred for about 2 hours; steam distillation is performed instead of filtration.
Workup and isolation: neutralize excess acetic acid with ~47 g NaOH; perform steam distillation to collect the amine as an acetate-containing distillate; extract with dichloromethane (DCM) in two portions (15 mL then 10 mL); dry with MgSO4 and evaporate solvent to yield ~11 g of product (colorless oily liquid, ~11 mL) with a fishy odor and cyclohexanone-like notes.
Characterization: a qualitative test with 10% sulfuric acid indicates the presence of ketone, suggesting incomplete purification; further purification is needed.
Conclusion: the method appears capable of converting oximes to amines; no immediate use planned for cyclohexylamine, but potential for a future video.