Chloroacetic Acid → N,N-Diethylglycine

HRID 1516137

Reaktionsgleichung

Reaktionsgleichung von HRID 1516137
[CH2:1]([NH:3][CH2:4][CH3:5])[CH3:2].Cl[CH2:7][C:8]([OH:10])=[O:9]>CC(OC)(C)C>[CH2:1]([N:3]([CH2:7][C:8]([OH:10])=[O:9])[CH2:4][CH3:5])[CH3:2]

Komponenten

4

Edukt 2

HCID 300Chloroacetic AcidHCID 8021Diethylamine

Produkt 1

HCID 74151N,N-Diethylglycine

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 15413tert-Butyl methyl etherLösungsmittel

Reaktionsbedingungen

Temperatur
3 °C

Versuchsvorschrift

Diethylamine (9.5 L) was charged into a 20 L glass-lined reactor and cooled to 3° C. Chloroacetic acid (1.21 kg) in MTBE (1.8 L) was added over 1 hour with cooling—the temperature rose to 16° C. during the addition. The mixture was warmed to 20° C., stirred over night and concentrated on rotary evaporator giving yellow oil. This oil was re-concentrated with iPrOAc, mixed with iPrOAc (4.5 L) and stirred over night. The off-white hygroscopic precipitate was filtered, washed with iPrOAc (1.5 L) and immediately placed into a drying cabinet to avoid deliquescence. After drying, titled product was obtained (820 g, Y=49%).

Aufarbeitung

  1. additionrose to 16° C. during the addition
  2. temperatureThe mixture was warmed to 20° C.
  3. concentrationconcentrated on rotary evaporator
  4. customgiving yellow oil
  5. concentrationThis oil was re-concentrated with iPrOAc
  6. additionmixed with iPrOAc (4.5 L)
  7. stirringstirred over night
  8. filtrationThe off-white hygroscopic precipitate was filtered
  9. washwashed with iPrOAc (1.5 L)
  10. customAfter drying

Quellen und Nachweise

ORD-Eintrag
ord-27b689454e0a40369c14617ecde24831
Quelldatensatz
uspto-grants-2012_07
Patentnummer
US08227428B2

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