Ethyl 3-[4-hydroxy-3-(3-methoxypropoxy)phenyl]acrylate → Ethyl 3-[4-hydroxy-3-(3-methoxypropoxy)phenyl]propanoate

HRID 1690608Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1690608
[OH:1][C:2]1[CH:7]=[CH:6][C:5]([CH:8]=[CH:9][C:10]([O:12][CH2:13][CH3:14])=[O:11])=[CH:4][C:3]=1[O:15][CH2:16][CH2:17][CH2:18][O:19][CH3:20]>C(O)C>[OH:1][C:2]1[CH:7]=[CH:6][C:5]([CH2:8][CH2:9][C:10]([O:12][CH2:13][CH3:14])=[O:11])=[CH:4][C:3]=1[O:15][CH2:16][CH2:17][CH2:18][O:19][CH3:20]

Komponenten

3

Edukt 1

HCID 66907011Ethyl 3-[4-hydroxy-3-(3-methoxypropoxy)phenyl]acrylate

Produkt 1

HCID 66907182Ethyl 3-[4-hydroxy-3-(3-methoxypropoxy)phenyl]propanoateAusbeute 76,4 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 702EthanolLösungsmittel

Versuchsvorschrift

Ethyl 3-[4-hydroxy-3-(3-methoxypropoxy)phenyl]acrylate (16 g, 57 mmol) was dissolved in ethanol (190 mL) in a Parr apparatus. Nitrogen was bubbled for 15 minutes and Pd/C 10% (0.8 g) was added. The reaction mixture was submitted to hydrogenation under H2 atmosphere (3 bars) until the end of H2 consumption. The palladium was then filtered and the solvent was evaporated under reduced pressure to yield 12.3 g (76%) of the desired product as a colorless oil.

Aufarbeitung

  1. customNitrogen was bubbled for 15 minutes
  2. additionPd/C 10% (0.8 g) was added
  3. customuntil the end of H2 consumption
  4. filtrationThe palladium was then filtered
  5. customthe solvent was evaporated under reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-daceb19e62f74f98af860b07cf6a5017
Quelldatensatz
uspto-grants-2012_04
Patentnummer
US08153647B2

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