Methylamine → (2S,3R)-3-(4-methylphenyl)-2,3-epoxy-N-methylpropionamide

HRID 1457259Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1457259
C[O:2][C:3](=O)[C@H:4]1[O:6][C@@H:5]1[C:7]1[CH:12]=[CH:11][C:10]([CH3:13])=[CH:9][CH:8]=1.[CH3:15][NH2:16]>CO>[CH3:13][C:10]1[CH:11]=[CH:12][C:7]([C@H:5]2[O:6][C@@H:4]2[C:3]([NH:16][CH3:15])=[O:2])=[CH:8][CH:9]=1

Komponenten

4

Edukt 2

HCID 6329MethylamineHCID 10176494(2S,3R)-3-(4-methylphenyl)-2,3-epoxypropionic acid methyl ester

Produkt 1

HCID 56977863(2S,3R)-3-(4-methylphenyl)-2,3-epoxy-N-methylpropionamideAusbeute 91,6 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 887MethanolLösungsmittel2×

Versuchsvorschrift

To a mixture of (2S,3R)-3-(4-methylphenyl)-2,3-epoxypropionic acid methyl ester (1.92 g) and methanol (10 ml) is added dropwise a solution of 40% aqueous methylamine solution (2.37 g) in methanol (10 ml) under ice-cooling. The reaction mixture is stirred under ice-cooling for one hour, and concentrated under reduced pressure. To the residue is added ether, and the precipitated crystals are collected by filtration, washed, and dried at 50° C. to give (2S,3R)-3-(4-methylphenyl)-2,3-epoxy-N-methylpropionamide (1.75 g).

Aufarbeitung

  1. temperaturecooling
  2. temperaturecooling for one hour
  3. concentrationconcentrated under reduced pressure
  4. additionTo the residue is added ether
  5. filtrationthe precipitated crystals are collected by filtration
  6. washwashed
  7. customdried at 50° C.

Quellen und Nachweise

ORD-Eintrag
ord-9db6e93a58d04a99a57f88bbadf95848
Quelldatensatz
uspto-grants-1998_12
Patentnummer
US05847122

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