3-Buten-2-ol → HCID 68593236, Verbindung

HRID 1258988Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1258988
[CH3:1]C(O)C=C.BrCC1C=CC(C(O)=O)=CC=1.[H-].[Na+].[CH2:19]([O:23][CH2:24][C:25]1[CH:33]=[CH:32][C:28]([C:29]([OH:31])=[O:30])=[CH:27][CH:26]=1)[CH2:20][CH:21]=C>>[CH3:1][CH:24]([O:23][CH2:19][CH:20]=[CH2:21])[C:25]1[CH:26]=[CH:27][C:28]([C:29]([OH:31])=[O:30])=[CH:32][CH:33]=1

Komponenten

5

Versuchsvorschrift

The reaction of But-3-en-2-ol and 4-Bromomethyl-benzoic acid in the presence of sodium hydride was performed as described for Compound 33 to give 4-(1-Methyl-allyloxymethyl)-benzoic acid as white powder. 1H-NMR (400 MHz, d6-DMSO): 12.89 (S, COOH); 7.90 (d, J=8.3, 2 arom. H); 7.42 (d, J=8.3, 2 arom.H); 5.77 (m, —CH═CH2); 5.21, 5.16 (2 d-like, —CH═CH2); 4.54, 4.44 (AB, J=8.9, —OCH2—C6H4); 3.95 (m, CH(CH3)O); 1.22 (d, CH(CH3)O). 13C-NMR (100 MHz, d6-DMSO): 167.14 (—C═O); 144.00; 140.10; 129.65; 129.27 (2 arom.C); 1267.00 (2 arom.C); 116.06; 75.83; 68.56; 20.97.

Quellen und Nachweise

ORD-Eintrag
ord-f401f49a04294eb4aff0eab7b42d0446
Quelldatensatz
uspto-grants-2013_06
Patentnummer
US08466199B2

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