(E)-3-(3-Hydroxymethyl-phenyl)-acrylic acid methyl ester → Methyl 3-[3-(hydroxymethyl)phenyl]propanoate

HRID 15006Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 15006
[CH3:1][O:2][C:3](=[O:14])/[CH:4]=[CH:5]/[C:6]1[CH:11]=[CH:10][CH:9]=[C:8]([CH2:12][OH:13])[CH:7]=1>C(O)C>[CH3:1][O:2][C:3](=[O:14])[CH2:4][CH2:5][C:6]1[CH:11]=[CH:10][CH:9]=[C:8]([CH2:12][OH:13])[CH:7]=1

Komponenten

3

Edukt 1

HCID 59794688(E)-3-(3-Hydroxymethyl-phenyl)-acrylic acid methyl ester

Produkt 1

HCID 59794668Methyl 3-[3-(hydroxymethyl)phenyl]propanoateAusbeute 83,2 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 702EthanolLösungsmittel

Versuchsvorschrift

(Ph3P)3RhCl (11.5 mg, 0.012 mmol) was added to a solution of 17 (25 mg, 0.13 mmol) in 0.400 mL ethanol. The reaction was stirred under 1 atm H2 balloon for 20 h and then was filtered through Celite. Evaporation to dryness and purification by flash chromatography on silica gel (30% ethyl acetate/hexanes) gave compound 18 (21 mg, 82%).

Aufarbeitung

  1. filtrationwas filtered through Celite
  2. customEvaporation
  3. customto dryness and purification by flash chromatography on silica gel (30% ethyl acetate/hexanes)

Quellen und Nachweise

ORD-Eintrag
ord-e6ff693431444151971f276948e1e778
Quelldatensatz
uspto-grants-2010_06
Patentnummer
US07732443B2

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