2,4-Dimethoxy-3-methylbenzaldehyde → 4-(3-(2,4-Dihydroxyphenyl)propyl)-2-methylbenzene-1,3-diol

HRID 1811616Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1811616
OC1C=C(C[CH2:10][CH2:11][C:12]2[CH:17]=[CH:16][C:15]([OH:18])=[CH:14][C:13]=2[OH:19])C=C(O)C=1.C[O:21][C:22]1[C:29]([CH3:30])=[C:28]([O:31]C)[CH:27]=[CH:26][C:23]=1[CH:24]=O>>[OH:19][C:13]1[CH:14]=[C:15]([OH:18])[CH:16]=[CH:17][C:12]=1[CH2:11][CH2:10][CH2:24][C:23]1[CH:26]=[CH:27][C:28]([OH:31])=[C:29]([CH3:30])[C:22]=1[OH:21]

Komponenten

3

Edukt 2

HCID 2516932,4-Dimethoxy-3-methylbenzaldehydeHCID 446118374-(3-(3,5-Dihydroxyphenyl)propyl)benzene-1,3-diol

Produkt 1

HCID 446119684-(3-(2,4-Dihydroxyphenyl)propyl)-2-methylbenzene-1,3-diol

Versuchsvorschrift

Compound 32 was synthesized following a similar procedure as described for compound 30 using as starting materials 2,4-dibenzyloxyacetophenone and 2,4-dimethoxy-3-methylbenzaldehyde. 1H-NMR (MeOD, 500 MHz): δ 6.879 (d, 1H, J=8.5 Hz), 6.747 (d, 1H, J=8.0 Hz), 6.352 (d, 1H, J=1.5 Hz), 6.341 (d, 1H, J=4.0 Hz), 6.285 (dd, 1H, J=8.0 Hz & 2.5 Hz), 2.567 (dd, 4H, J=8.0 & 7.5 Hz), 2.133 (s, 3H), 1.786-1.817 (m, 2H). 13C-NMR (MeOD, 125 MHz): δ 155.486 (C), 155.316 (C), 153.428 (C), 152.906 (C), 130.295 (CH), 126.523 (CH), 120.933 (C), 120.518 (C), 111.556 (C), 106.788 (CH), 106.377 (CH), 102.283 (CH), 30.767 (CH2), 29.649 (CH2), 29.127 (CH2), 7.833 (CH3).

Quellen und Nachweise

ORD-Eintrag
ord-974dfb562a224a2d90f89b313854abdd
Quelldatensatz
uspto-grants-2013_01
Patentnummer
US08362305B2

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