4-(Bromomethyl)benzoic acid → 4-Ethoxymethyl-benzoic acid

HRID 1258993Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1258993
BrCC1C=CC(C(O)=O)=CC=1.[H-].[Na+].[CH2:14]([O:18][CH2:19][C:20]1[CH:28]=[CH:27][C:23]([C:24]([OH:26])=[O:25])=[CH:22][CH:21]=1)[CH2:15]C=C>C(O)C>[CH2:14]([O:18][CH2:19][C:20]1[CH:28]=[CH:27][C:23]([C:24]([OH:26])=[O:25])=[CH:22][CH:21]=1)[CH3:15]

Komponenten

5

Edukt 3

HCID 225994-(Bromomethyl)benzoic acidHCID 24758Sodium hydrideHCID 221369964-But-3-enyloxymethyl-benzoic acid

Produkt 1

HCID 3085414-Ethoxymethyl-benzoic acid

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 702EthanolLösungsmittel

Versuchsvorschrift

The reaction of ethanol and 4-Bromomethyl-benzoic acid in the presence of sodium hydride was performed as described for Compound 33 to give 4-Ethoxymethyl-benzoic acid as white powder. 1H-NMR (400 MHz, d6-DMSO): 7.89 (d, J=8.2, 2 arom.H); 7.40 (d, J=8.2, 2 arom.H); 4.50 (s, OCH2C6H4); 3.49 (q, J=6.9, CH3CH2); 1.15 (t, J=6.9, CH3CH2). 13C-NMR (100 MHz, d6-DMSO): 167.24 (—C═O); 143.88; 129.65; 129.28 (2 arom. C); 127.05 (2 arom. C); 70.95; 65.25; 15.06.

Quellen und Nachweise

ORD-Eintrag
ord-b4e0bcd9b4ca41eb85916ba920ce49a9
Quelldatensatz
uspto-grants-2013_06
Patentnummer
US08466199B2

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