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Hydrochloric Acid → HCID 58043122, Verbindung

HRID 1035214
Notizen
Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 1035214
[CH3:1][O:2][C:3]1[C:10]([CH3:11])=[C:9]([O:12]C2CCCCO2)[CH:8]=[CH:7][C:4]=1[CH:5]=[O:6].Cl>C(O)C>[OH:12][C:9]1[CH:8]=[CH:7][C:4]([CH:5]=[O:6])=[C:3]([O:2][CH3:1])[C:10]=1[CH3:11]
KomponentenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion

Komponenten

4

Edukt 2

HCID 313Hydrochloric AcidHCID 107531772-Methoxy-3-methyl-4-(tetrahydro-2H-pyran-2-yloxy)benzaldehyde

Produkt 1

HCID 58043122HCID 58043122, VerbindungAusbeute 72 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 702EthanolLösungsmittel

Versuchsvorschrift

2-Methoxy-3-methyl-4-(tetrahydro-2H-pyran-2-yloxy)benzaldehyde—for preparation see e.g. Journal of Medicinal Chemistry, 41, 4819-4832 (1998)—(2.10 g, 8.4 mmol) was dissolved in ethanol (40 mL) and then HCl (2M, 40 mL) was added. After 20 minutes the solution was concentrated under reduced pressure. The aqueous residue was extracted twice with EtOAc and the combined organic solutions were washed with brine. The solution was dried over Na2SO4 and the solvent was removed by evaporation. The product was washed with petroleum-ether. There was obtained 1.0 g (72%) of 52A as a solid. 1H NMR (500 MHz, CDCl3): δ 2.05 (s, 3H), 3.78 (s, 3H), 6.74 (d, 1H), 7.49 (d, 1H), 10.05 (s, 1H).

Aufarbeitung

  1. concentrationAfter 20 minutes the solution was concentrated under reduced pressure
  2. extractionThe aqueous residue was extracted twice with EtOAc
  3. washthe combined organic solutions were washed with brine
  4. dry with materialThe solution was dried over Na2SO4
  5. customthe solvent was removed by evaporation
  6. washThe product was washed with petroleum-ether

Quellen und Nachweise

ORD-Eintrag
ord-f0adf8ecca024ebea9c7bbd4238d8e18
Quelldatensatz
uspto-grants-2013_10
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US08546375B2

Notizen zur Reaktion

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