Triethylamine → Ethyl 3-{[(benzyloxy)carbonyl]amino}propanoate

HRID 17426

Reaktionsgleichung

Reaktionsgleichung von HRID 17426
Cl.[NH2:2][CH2:3][CH2:4][C:5]([O:7][CH2:8][CH3:9])=[O:6].Cl[C:11]([O:13][CH2:14][C:15]1[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=1)=[O:12].C(N(CC)CC)C>ClCCl>[CH2:14]([O:13][C:11]([NH:2][CH2:3][CH2:4][C:5]([O:7][CH2:8][CH3:9])=[O:6])=[O:12])[C:15]1[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=1

Komponenten

5

Edukt 3

HCID 8471TriethylamineHCID 10387Benzyl chloroformateHCID 458475beta-Alanine, ethyl ester, hydrochloride

Produkt 1

HCID 12116647Ethyl 3-{[(benzyloxy)carbonyl]amino}propanoate

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344DichloromethaneLösungsmittel

Versuchsvorschrift

Ethyl 3-aminopropionate hydrochloride (2.00 g, 13.0 mmol) was dissolved in dichloromethane (40 ml), and benzyl chloroformate (2.00 ml, 14.1 mmol) was added. With cooling with ice, triethylamine (4.00 ml, 28.9 mmol) was added, followed by stirring at room temperature for 15 hours, then the reaction, liquid was concentrated. Ethyl acetate and water were added, the organic layer was collected, and dried over anhydrous sodium sulfate. The solvent was evaporated away under reduced pressure, the resulting residue was purified by silica gel column chromatography (dichloromethane to dichloromethane:methanol=70:1) to obtain a pale yellow oil (3.26 g, quant).

Aufarbeitung

  1. additionwas added
  2. customthe reaction, liquid
  3. concentrationwas concentrated
  4. additionEthyl acetate and water were added
  5. customthe organic layer was collected
  6. dry with materialdried over anhydrous sodium sulfate
  7. customThe solvent was evaporated away under reduced pressure
  8. customthe resulting residue was purified by silica gel column chromatography (dichloromethane to dichloromethane:methanol=70:1)
  9. customto obtain a pale yellow oil (3.26 g, quant)

Quellen und Nachweise

ORD-Eintrag
ord-264e2d6a7e9b4546809255c18b4318aa
Quelldatensatz
uspto-grants-2010_06
Patentnummer
US07737166B2

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