Reaktion #359153

Reaktionsgleichung

3-acetoxy-2-methylenehexanoic acid methyl ester

O-benzylhydroxylamine

→

liquid

2-[[(Phenylmethoxy)amino]methyl]-2-hexenoic acid methyl ester

Lösungsmittel

THF

Reaktionsbedingungen

Aufarbeitung

1. 1
   Sonstigeto react at RT under N2 for 2 days
2. 2
   EinengenThe reaction mixture is concentrated on Rotavap under reduced pressure (20 mbar) until no further solvent
3. 3
   workup.DISTILLATIONdistills
4. 4
   workup.DISSOLUTIONThe residue liquid is dissolved in ethyl acetate (75 mL)
5. 5
   Waschenwashed with saturated aqueous sodium bicarbonate solution (50 mL)
6. 6
   EinengenThe ethyl acetate layer is concentrated on Rotavap under reduced pressure (20 mbar) until no further solvent
7. 7
   workup.DISTILLATIONdistills

Vorschrift

A mixture of 3-acetoxy-2-methylenehexanoic acid methyl ester (4.00 g, 20 mmol) and O-benzylhydroxylamine (7.39 g, 60 mmol) in THF (30 mL) is allowed to react at RT under N2 for 2 days. The reaction mixture is concentrated on Rotavap under reduced pressure (20 mbar) until no further solvent distills. The residue liquid is dissolved in ethyl acetate (75 mL) and washed with saturated aqueous sodium bicarbonate solution (50 mL). The ethyl acetate layer is concentrated on Rotavap under reduced pressure (20 mbar) until no further solvent distills to afford a colorless liquid (11.2 g).

Quelle