3,4-dihydro-2H-pyran → HCID 12106075, Verbindung

HRID 2085614Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2085614
[O:1]1[CH:6]=[CH:5][CH2:4][CH2:3][CH2:2]1.[C:7]([O:12][CH2:13][CH:14]([CH3:16])[CH3:15])(=[O:11])[C@@H:8]([CH3:10])[OH:9]>P(Cl)(Cl)(Cl)=O.C(OCC)(=O)C>[O:1]1[CH2:2][CH2:3][CH2:4][CH2:5][CH:6]1[O:9][C@H:8]([CH3:10])[C:7]([O:12][CH2:13][CH:14]([CH3:16])[CH3:15])=[O:11]

Komponenten

5

Edukt 2

HCID 80803,4-dihydro-2H-pyranHCID 104869892-Methylpropyl-(R)-2-hydroxypropanoate

Produkt 1

HCID 12106075HCID 12106075, VerbindungAusbeute 106,4 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 24813Phosphorus oxychlorideKatalysatorHCID 8857Ethyl AcetateLösungsmittel

Versuchsvorschrift

21.8 g (0.26 mole) of 3,4-dihydro-2H-pyran was dropwise added at room temperature to a mixture of 29.2 g (0.2 mole) of isobutyl (R)-(+)-lactate and 0.3 g of phosphorus oxychloride. After the completion of the dropwise addition, the resulting mixture was stirred at room temperature for 4 hours. After the reaction, 100 ml of ethyl acetate was added, followed by washing with 70 ml of a saturated aqueous sodium hydrogen carbonate solution, 70 ml of water and 70 ml of a saturated aqueous sodium chloride solution in this order. The washed material was dried over anhydrous sodium sulfate and then subjected to vacuum distillation to remove the solvent, whereby was obtained 49.0 g (yield: 92.1%) of an oily title compound (diastereomixture).

Aufarbeitung

  1. additionAfter the completion of the dropwise addition
  2. additionwas added
  3. washby washing with 70 ml of a saturated aqueous sodium hydrogen carbonate solution, 70 ml of water and 70 ml of a saturated aqueous sodium chloride solution in this order
  4. dry with materialThe washed material was dried over anhydrous sodium sulfate
  5. distillationsubjected to vacuum distillation
  6. customto remove the solvent

Quellen und Nachweise

ORD-Eintrag
ord-2dee3e9f32a54906a1af5a0c0d0f973b
Quelldatensatz
uspto-grants-2004_04
Patentnummer
US06720463B1

Notizen zur Reaktion

Wird geladen…