[2-(6-Methoxy-quinazolin-4-yl)-ethyl]-1,4-dioxa-spiro[4.5]decan-8-ol → 4-Hydroxy-4-[2-(6-methoxyquinazolin-4-yl)-ethyl]cyclohexanone

HRID 1354207Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1354207
[CH3:1][O:2][C:3]1[CH:4]=[C:5]2[C:10](=[CH:11][CH:12]=1)[N:9]=[CH:8][N:7]=[C:6]2[CH2:13][CH2:14][CH:15]1[CH2:19]OC2(CCC(O)CC2)[O:16]1>CC(O)=O.C1COCC1.O>[OH:16][C:15]1([CH2:14][CH2:13][C:6]2[C:5]3[C:10](=[CH:11][CH:12]=[C:3]([O:2][CH3:1])[CH:4]=3)[N:9]=[CH:8][N:7]=2)[CH2:19][CH2:4][C:3](=[O:2])[CH2:12][CH2:11]1

Komponenten

3

Edukt 1

HCID 86603231[2-(6-Methoxy-quinazolin-4-yl)-ethyl]-1,4-dioxa-spiro[4.5]decan-8-ol

Produkt 1

HCID 211046484-Hydroxy-4-[2-(6-methoxyquinazolin-4-yl)-ethyl]cyclohexanone

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 21877175AcOH THF waterLösungsmittel

Versuchsvorschrift

A solution of 8-([2-(6-methoxy-quinazolin-4-yl)-ethyl]-1,4-dioxa-spiro[4.5]decan-8-ol (0.623 g, 1.81 mmol) in AcOH/THF/H2O (3/2/2, 10 ml) was stirred at 60° C. for 30 hours. The reaction mixture was concentrated to dryness by rotary evaporation. The residue was diluted with sodium bicarbonate (100 ml) and ethyl acetate (100 ml), the phases were separated and the aqueous phase was extracted twice using 50 ml of ethyl acetate each time. The combined organic phases were dried over MgSO4, filtered and concentrated to dryness by rotary evaporation.

Aufarbeitung

  1. concentrationThe reaction mixture was concentrated to dryness by rotary evaporation
  2. additionThe residue was diluted with sodium bicarbonate (100 ml) and ethyl acetate (100 ml)
  3. customthe phases were separated
  4. extractionthe aqueous phase was extracted twice
  5. dry with materialThe combined organic phases were dried over MgSO4
  6. filtrationfiltered
  7. concentrationconcentrated to dryness by rotary evaporation

Quellen und Nachweise

ORD-Eintrag
ord-c20cf818732b4141af723199b7b09873
Quelldatensatz
uspto-grants-2007_05
Patentnummer
US07223776B2

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