Reaktion #729435

Reaktionsgleichung

3,3-dimethyl-1-nitro-butan-2-ol

triethylamine

MsCl

→

title compound

Ausbeute 96.0%

3,3-Dimethyl-1-nitro-but-1-ene

Ausbeute 96.0%

Lösungsmittel

dichloromethane

Reaktionsbedingungen

Aufarbeitung

1. 1
   SonstigeThen solvents were removed
2. 2
   Sonstigethe residue was partitioned between EtOAc and diluted HCl aqueous solution
3. 3
   Waschenthe EtOAc phase was washed with saturated NaCl aqueous solution
4. 4
   Trocknendried over anhydrous sodium sulfate
5. 5
   Filtrationfiltered
6. 6
   Einengenconcentrated
7. 7
   Sonstigeto give an oil

Vorschrift

To a cold mixture of 3,3-dimethyl-1-nitro-butan-2-ol (7.35 g, 50.0 mmol), and triethylamine (17.4 mL, 125 mmol) in dichloromethane (70 mL) at −78° C. was added MsCl (4.64 mL, 60 mmol) dropwise; the mixture was stirred for 2 hours at −78° C. to room temperature. Then solvents were removed, the residue was partitioned between EtOAc and diluted HCl aqueous solution, the EtOAc phase was washed with saturated NaCl aqueous solution, then dried over anhydrous sodium sulfate, filtered, concentrated, to give an oil, the title compound (6.2 g); The title product, 1H NMR (200 MHz, CDCl3): δ (ppm)=7.25 (d, 1H, J=13.4 Hz), 6.88 (d, 1H, J=13.4 Hz), 1.16 (s, 9H).

Quelle