Dichloromethane → 8-Acetyl-2-methoxy-2,8-diazaspiro[4,5]decane-1,3-dione

HRID 1381944Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1381944
Cl.[CH3:2][O:3][N:4]1[C:8](=[O:9])[CH2:7][C:6]2([CH2:14][CH2:13][NH:12][CH2:11][CH2:10]2)[C:5]1=[O:15].C(N(CC)CC)C.[C:23](Cl)(=[O:25])[CH3:24].ClCCl>CN(C)C=O>[C:23]([N:12]1[CH2:13][CH2:14][C:6]2([C:5](=[O:15])[N:4]([O:3][CH3:2])[C:8](=[O:9])[CH2:7]2)[CH2:10][CH2:11]1)(=[O:25])[CH3:24]

Komponenten

6

Edukt 4

HCID 6344DichloromethaneHCID 6367Acetyl chlorideHCID 8471TriethylamineHCID 30882852,8-Diazaspiro(4,5)decane-1,3-dione, 2-methoxy-, monohydrochloride

Produkt 1

HCID 143718338-Acetyl-2-methoxy-2,8-diazaspiro[4,5]decane-1,3-dione

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6228DimethylformamideLösungsmittel

Versuchsvorschrift

To a solution of 2-methoxy-2,8-diazaspiro[4,5]decane-1,3-dione hydrochloride (2.35 g) in dimethylformamide (200 ml) was added triethylamine (2.8 ml), followed by acetyl chloride (0.8 ml), and this was followed by 30 minutes of stirring at room temperature. To the resulting residual oily substance dichloromethane (50 ml) was added, after which it was washed with 1N hydrochloric acid and then with water. After drying the organic layer with anhydrous magnesium sulfate, the solvent was evaporated under reduced pressure; the resulting residual solid was recrystallized from ethanol-ethyl ether to obtain 1.2 g of a colorless crystal having a melting point of from 153° to 157° C.

Aufarbeitung

  1. washafter which it was washed with 1N hydrochloric acid
  2. dry with materialAfter drying the organic layer with anhydrous magnesium sulfate
  3. customthe solvent was evaporated under reduced pressure
  4. customthe resulting residual solid was recrystallized from ethanol-ethyl ether

Quellen und Nachweise

ORD-Eintrag
ord-8be582bcf9b94aa4a71bbee6cb454af0
Quelldatensatz
uspto-grants-1989_02
Patentnummer
US04804665

Notizen zur Reaktion

Wird geladen…