(2-Methoxy-5-methylphenyl)(phenyl)methanone → 4-Hydroxy-3-(1-phenyl-vinyl)-benzoic acid methylester

HRID 394000

Reaktionsgleichung

Reaktionsgleichung von HRID 394000
COC1C=CC(C)=CC=1C(C1C=CC=CC=1)=O.[CH2:18]([O:20][C:21](=[O:44])[C:22]1[CH:27]=[CH:26][C:25]([O:28]CC2C=CC=CC=2)=[C:24]([C:36]([C:38]2[CH:43]=[CH:42][CH:41]=[CH:40][CH:39]=2)=[CH2:37])[CH:23]=1)C>>[CH3:18][O:20][C:21](=[O:44])[C:22]1[CH:27]=[CH:26][C:25]([OH:28])=[C:24]([C:36]([C:38]2[CH:39]=[CH:40][CH:41]=[CH:42][CH:43]=2)=[CH2:37])[CH:23]=1

Komponenten

3

Edukt 2

HCID 249273(2-Methoxy-5-methylphenyl)(phenyl)methanoneHCID 235330294-Benzyloxy-3-(1-phenyl-vinyl)-benzoic acid ethylester4×

Produkt 1

HCID 226484304-Hydroxy-3-(1-phenyl-vinyl)-benzoic acid methylester

Versuchsvorschrift

1H-NMR (400 MHz, CDCl3): δ [ppm]=3.84 (s, 3H, CH3), 5.42 (d, 2J=1.0 Hz, 1H, ═CH2), 5.88 (d, 2J=1.0 Hz, 1H, ═CH2), 6.97 (d, 3J=8.5 Hz, 1H, PhH), 7.32 (m, 5H, PhH), 7.88 (d, 4J=2.3 Hz, 1H, PhH), 7.94 (dd, 3J=8.5 Hz, 4J=2.3 Hz, 1H, PhH). 13C-NMR (100 MHz, CDCl3): δ [ppm]=51.9 (CH3), 115.8 (CHarom), 117.4 (═CH2), 122.4 (Cqarom), 126.8 (2×CHarom), 127.6 (Cqarom), 128.7 (CHarom), 128.7 (2×CHarom), 131.3 (CHarom), 132.4 (CHarom), 138.8 (Cqarom), 144.3 (Cqolefin), 157.3 (Cqarom), 166.8 (COOMe). MS (EI, 70EV): m/z [%]=254 (M+, 5), 253 (7), 239 (3), 223 (1), 165 (1), 152 (1), 131 (1), 120 (22), 105 (44), 91 (100), 77 (37), 65 (13), 59 (16), 51 (20), 45 (17).

Quellen und Nachweise

ORD-Eintrag
ord-3e3520697a3946e3a20f779332e656ca
Quelldatensatz
uspto-grants-2004_10
Patentnummer
US06809225B2

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