Ethyl-2,3-epoxy-3-(4-benzyloxyphenyl)propionate → 3-(4-Benzyloxyphenyl)-2-hydroxypropionic acid ethyl ester

HRID 1354884Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1354884
[CH2:1]([O:3][C:4](=[O:22])[CH:5]1[O:21][CH:6]1[C:7]1[CH:12]=[CH:11][C:10]([O:13][CH2:14][C:15]2[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=2)=[CH:9][CH:8]=1)[CH3:2].[H][H]>[Ni].O1CCOCC1>[OH:21][CH:5]([CH2:6][C:7]1[CH:12]=[CH:11][C:10]([O:13][CH2:14][C:15]2[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=2)=[CH:9][CH:8]=1)[C:4]([O:3][CH2:1][CH3:2])=[O:22]

Komponenten

5

Edukt 2

HCID 11277925Ethyl-2,3-epoxy-3-(4-benzyloxyphenyl)propionate2×HCID 178418361HCID 178418361, Verbindung

Produkt 1

HCID 151861533-(4-Benzyloxyphenyl)-2-hydroxypropionic acid ethyl esterAusbeute 80 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 935NickelKatalysatorHCID 312751,4-DioxaneLösungsmittel

Versuchsvorschrift

A mixture of ethyl-2,3-epoxy-3-(4-benzyloxyphenyl)propionate of the formula (9) (125 g) obtained according to the procedure described in step (ii) above, Raney Nickel catalyst (12.5 g) and 1,4-dioxane (750 ml) was hydrogenated at room temperature at 30–40 psi of hydrogen pressure for a period of 8–10 hours. The progress of the reaction was monitored by TLC. After completion of the reaction, the catalyst was filtered and the solvent was removed under reduced pressure to afford the title compound of the formula (10) (100–105 g, 80–83%).

Aufarbeitung

  1. customobtained
  2. customAfter completion of the reaction
  3. filtrationthe catalyst was filtered
  4. customthe solvent was removed under reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-793449a2511841c5b16438a42a622d95
Quelldatensatz
uspto-grants-2007_05
Patentnummer
US07223881B2

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