1,2-Dichloroethane → Ethyl 2-(benzylamino)propanoate

HRID 45078

Reaktionsgleichung

Reaktionsgleichung von HRID 45078
Cl.[CH2:2]([NH:4][C@H:5]([C:7]([OH:9])=[O:8])[CH3:6])[CH3:3].[CH:10](=O)[C:11]1C=C[CH:14]=[CH:13][CH:12]=1.Cl[CH2:19][CH2:20]Cl>>[CH2:19]([O:8][C:7](=[O:9])[CH:5]([NH:4][CH2:2][C:3]1[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=1)[CH3:6])[CH3:20]

Komponenten

4

Edukt 3

HCID 111,2-DichloroethaneHCID 240BenzaldehydeHCID 86643083Ethyl alanine hydrochloride

Produkt 1

HCID 222273Ethyl 2-(benzylamino)propanoate

Versuchsvorschrift

Ethyl alanine hydrochloride (5.5 g, 36.8 mmol), benzaldehyde (7.9 mL, 77.8 mmol), TEA (10.8 mL, 77.8 mmol) and NaBH(Oac)3 (16.5 g, 77.8 mmol) are taken up in 1,2-DCE (200 mL) and stirred at rt for 4 h. The reaction is then partitioned between DCM and saturated aqueous NaHCO3. The organic layer is removed, dried over anhydrous Na2SO4, and concentrated in vacuo. The crude residue is used without further purification. MS (ESI) m/z 208.2 (M+1).

Aufarbeitung

  1. customThe reaction is then partitioned between DCM and saturated aqueous NaHCO3
  2. customThe organic layer is removed
  3. dry with materialdried over anhydrous Na2SO4
  4. concentrationconcentrated in vacuo
  5. customThe crude residue is used without further purification

Quellen und Nachweise

ORD-Eintrag
ord-78269cf6d9d542c48178ac766b423435
Quelldatensatz
uspto-grants-2013_09
Patentnummer
US08541432B2

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