Reaction #10267

Reaction equation

NaOH

acetaldehyde

O-[2-((morpholin-4-yl))ethyl]hydroxylamine dihydrochloride

NaOH

→

2-chloroethanal O-[2-((morpholin-4-yl))ethyl]oxime

Yield 100.0%

Solvents

water

water

Conditions

Workup

1. 1
   Extractionextracted with dichloromethane
2. 2
   DryingThe organic layer was dried (Na2SO4)
3. 3
   Concentrationconcentrated in vacuo

Procedure

A mixture of acetaldehyde (0.1 mL of a 50 wt % soln. in water), O-[2-((morpholin-4-yl))ethyl]hydroxylamine dihydrochloride (0.14 g), NaOH (2N, 0.64 mL) and water (5 mL) was stirred at room temperature overnight. The solution was made basic with NaOH (1N) and extracted with dichloromethane. The organic layer was dried (Na2SO4), and concentrated in vacuo to afford 2-chloroethanal O-[2-((morpholin-4-yl))ethyl]oxime (0.13 g, ˜100%), which was used as such.

Source