Iodine → Benzyl [2-(5-ethyloxazol-2-yl)ethyl]carbamate

HRID 601620Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 601620
II.C(N(CC)CC)C.[CH2:10]([O:17][C:18](=[O:30])[NH:19][CH2:20][CH2:21][C:22](=[O:29])[NH:23][CH2:24][C:25](=O)[CH2:26][CH3:27])[C:11]1[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1>C(Cl)Cl>[CH2:10]([O:17][C:18](=[O:30])[NH:19][CH2:20][CH2:21][C:22]1[O:29][C:25]([CH2:26][CH3:27])=[CH:24][N:23]=1)[C:11]1[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1

Komponenten

5

Edukt 3

HCID 807IodineHCID 8471TriethylamineHCID 57637089Benzyl [2-(2-oxobutylcarbamoyl)ethyl]carbamate

Produkt 1

HCID 57636953Benzyl [2-(5-ethyloxazol-2-yl)ethyl]carbamate

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344DichloromethaneLösungsmittel2×

Versuchsvorschrift

To a stirred suspension of polymer supported triphenylphosphene (19.6 g, 58.9 mmol) in DCM (250 ml) is added iodine (14.95 g, 58.9 mmol). After stirring at room temperature for 10 minutes, the mixture is treated with triethylamine (16.4 ml, 117.5 mmol) followed by a solution of [2-(2-oxo-butylcarbamoyl)-ethyl]-carbamic acid benzyl ester (step 2) (6.88 g, 23.5 mmol) in DCM (50 ml). The reaction mixture is stirred overnight and then filtered through Celite™ filter material, washed through with DCM (500 ml) and the solvent removed in vacuo to yield the titled compound as a brown solid.

Aufarbeitung

  1. additionTo a stirred suspension of polymer
  2. stirringThe reaction mixture is stirred overnight
  3. filtrationfiltered through Celite™
  4. filtrationfilter material
  5. washwashed through with DCM (500 ml)
  6. customthe solvent removed in vacuo

Quellen und Nachweise

ORD-Eintrag
ord-67442e85c73b407b8d9d4c3bba5f9a25
Quelldatensatz
uspto-grants-2011_03
Patentnummer
US07902375B2

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