Reaktion #438003

Reaktionsgleichung

8-Bromo-1-octanol

N-benzyl-N-methylamine

potassium carbonate

→

title intermediate

Ausbeute 100.0%

8-(N-Benzyl-N-methylamino)octan-1-ol

Ausbeute 100.0%

Lösungsmittel

acetonitrile

acetonitrile

Reaktionsbedingungen

Aufarbeitung

1. 1
   Temperaturcooled to ambient temperature
2. 2
   FiltrationThe potassium carbonate was filtered
3. 3
   Einengenthe filtrate was concentrated under reduced pressure
4. 4
   workup.DISSOLUTIONThe crude residue was dissolved in MTBE (400 mL)
5. 5
   Waschenthe organic phase was washed with water, brine
6. 6
   Trocknendried over magnesium sulfate
7. 7
   workup.ADDITIONN-methyl-2-pyrrolidone was added
8. 8
   Einengenthe mixture was concentrated under reduced pressure
9. 9
   Sonstigeto remove excess N-benzyl-N-methylamine
10. 10
    workup.ADDITIONMTBE (400 mL) was added
11. 11
    Waschenthe organic phase was washed with water, brine
12. 12
    Trocknendried over magnesium sulfate
13. 13
    Filtrationfiltered
14. 14
    Einengenconcentrated under reduced pressure

Vorschrift

8-Bromo-1-octanol (25 g, 119.6 mmol) in acetonitrile (50 mL) was added to a stirred solution of N-benzyl-N-methylamine (43.49 g, 358.9 mmol) and potassium carbonate (49.52 g, 358.9 mmol) in acetonitrile (250 mL) at 35° C. The reaction mixture was then stirred at 35° C. for 7 h and then cooled to ambient temperature. The potassium carbonate was filtered and the filtrate was concentrated under reduced pressure. The crude residue was dissolved in MTBE (400 mL) and the organic phase was washed with water, brine and dried over magnesium sulfate. N-methyl-2-pyrrolidone was added and the mixture was concentrated under reduced pressure to remove excess N-benzyl-N-methylamine. MTBE (400 mL) was added and the organic phase was washed with water, brine, and dried over magnesium sulfate, filtered and concentrated under reduced pressure to afford the title intermediate as an oil (˜100% conversion).

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