Cyanamidnatrium → HCID 67053820, Verbindung

HRID 2171737Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2171737
[N:1]#[C:2][NH2:3].[Na].[CH3:5][C:6]([O:11][C:12]1[CH:13]=[C:14]2[C:18](=[CH:19][CH:20]=1)[CH2:17][CH2:16][CH2:15]2)([C@@H:8]1[CH2:10][O:9]1)[CH3:7]>CO>[CH3:5][C:6]([O:11][C:12]1[CH:13]=[C:14]2[C:18](=[CH:19][CH:20]=1)[CH2:17][CH2:16][CH2:15]2)([CH:8]1[O:9][C:2]([NH2:3])=[N:1][CH2:10]1)[CH3:7]

Komponenten

4

Edukt 2

HCID 57375518CyanamidnatriumHCID 86668126HCID 86668126, Verbindung

Produkt 1

HCID 67053820HCID 67053820, VerbindungAusbeute 49,1 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 887MethanolLösungsmittel

Versuchsvorschrift

To a vigorously stirred solution of sodium hydrogen cyanamide (0.21 g, 3.21 mmol) in methanol (10 mL) was added slowly (S)-2-(1,1-dimethyl-indan-5-yloxymethyl)-oxirane (0.57 g, 3.21 mmol). The reaction mixture was stirred at room temperature overnight after which the reaction mixture was concentrated. Anhydrous diethyl ether (50 mL) was added. The resulting white precipitate was filtered through Celite and the filtrate concentrated. The residue was purified by flash chromatography (silica, 7N NH3 in methanol/methylene chloride) to give 0.41 g (49%) of 5-(1,1-dimethyl-indan-5-yloxymethyl)-4,5-dihydro-oxazol-2-ylamine.

Aufarbeitung

  1. concentrationwas concentrated
  2. additionAnhydrous diethyl ether (50 mL) was added
  3. filtrationThe resulting white precipitate was filtered through Celite
  4. concentrationthe filtrate concentrated
  5. customThe residue was purified by flash chromatography (silica, 7N NH3 in methanol/methylene chloride)

Quellen und Nachweise

ORD-Eintrag
ord-6925a7995f484976921716c35a678614
Quelldatensatz
uspto-grants-2015_06
Patentnummer
US09051331B2

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