Acetic Acid → HCID 86695762, Verbindung

HRID 922259Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 922259
N1CCCCC1.C(O)(=O)C.[CH2:11]([O:18][C:19]1[CH:26]=[CH:25][C:22]([CH:23]=O)=[C:21]([O:27][CH3:28])[CH:20]=1)[C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1.[C:29]([O:37][CH2:38][CH3:39])(=[O:36])[CH2:30][C:31]([O:33][CH2:34][CH3:35])=[O:32]>C1(C)C=CC=CC=1>[CH2:11]([O:18][C:19]1[CH:26]=[CH:25][C:22]([CH:23]=[C:30]([C:31]([O:33][CH2:34][CH3:35])=[O:32])[C:29]([O:37][CH2:38][CH3:39])=[O:36])=[C:21]([O:27][CH3:28])[CH:20]=1)[C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1

Komponenten

6

Edukt 4

HCID 176Acetic AcidHCID 7761Diethyl MalonateHCID 8082PiperidineHCID 42939904-Benzyloxy-2-methoxybenzaldehyde

Produkt 1

HCID 86695762HCID 86695762, VerbindungAusbeute 44,2 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 1140TolueneLösungsmittel

Reaktionsbedingungen

Temperatur
125 °C

Versuchsvorschrift

To a 100 mL RB flask fitted with magnetic stirrer was charged with piperidine (0.108 g, 0.13 mL, 1.35 mmol) and acetic acid (0.081 g, 0.08 mL, 1.35 mmol). To this, toluene (20 mL) was added, followed by 4-(benzyloxy)-2-methoxybenzaldehyde (1.1 g, 4.5 mmol) and diethyl malonate (0.87 g, 5.5 mmol). The RM was heated at 125° C., by fitted with a dean-stark's apparatus for 5 h. After 5 h, the RM was concentrated; water (50 mL) was added and extracted with ethyl acetate (50 mL×2)). The organic layer was washed with saturated brine solution (50 mL). The organic layer was dried over anhydrous Na2SO4 and the solvent was removed under reduced pressure. The product was obtained as yellow solid. (0.775 g, yield: 44.2%).

Aufarbeitung

  1. customTo a 100 mL RB flask fitted with magnetic stirrer
  2. customby fitted with a dean-stark's apparatus for 5 h
  3. concentrationthe RM was concentrated
  4. additionwater (50 mL) was added
  5. extractionextracted with ethyl acetate (50 mL×2))
  6. washThe organic layer was washed with saturated brine solution (50 mL)
  7. dry with materialThe organic layer was dried over anhydrous Na2SO4
  8. customthe solvent was removed under reduced pressure
  9. customThe product was obtained as yellow solid

Quellen und Nachweise

ORD-Eintrag
ord-69a5fe5b526d404ea602c1124a3acc5b
Quelldatensatz
uspto-grants-2016_03
Patentnummer
US09278915B2

Notizen zur Reaktion

Wird geladen…