6-Amino-2,2-dimethyl-benzo[1,3]dioxin-4-one → 6-[(4-dec-1-ynylbenzyl)amino]-2,2-dimethyl-4H-1,3-benzodioxin-4-one

HRID 733519

Reaktionsgleichung

Reaktionsgleichung von HRID 733519
[C:1]([C:11]1[CH:18]=[CH:17][C:14]([CH:15]=O)=[CH:13][CH:12]=1)#[C:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH3:10].[NH2:19][C:20]1[CH:32]=[CH:31][C:23]2[O:24][C:25]([CH3:30])([CH3:29])[O:26][C:27](=[O:28])[C:22]=2[CH:21]=1>>[C:1]([C:11]1[CH:18]=[CH:17][C:14]([CH2:15][NH:19][C:20]2[CH:32]=[CH:31][C:23]3[O:24][C:25]([CH3:29])([CH3:30])[O:26][C:27](=[O:28])[C:22]=3[CH:21]=2)=[CH:13][CH:12]=1)#[C:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH3:10]

Komponenten

3

Edukt 2

HCID 116153306-Amino-2,2-dimethyl-benzo[1,3]dioxin-4-oneHCID 578413204-Dec-1-ynylbenzaldehyde

Produkt 1

HCID 112122856-[(4-dec-1-ynylbenzyl)amino]-2,2-dimethyl-4H-1,3-benzodioxin-4-one

Versuchsvorschrift

The title compound was prepared following the procedure A using 4-dec-1-ynylbenzaldehyde and 6-amino-2,2-dimethyl-4H-1,3-benzodioxin-4-one (purification by flash chromatography on SiO2, EtOAc/c-Hex 10/90 up to 40/60 in 45 min.) as a colorless oil (55%). HPLC, Rt: 5.9 min (purity: 99.4%). 1H NMR (CDCl3) δ 7.29 (d, J=8.3 Hz, 2H), 7.19 (d, J=8.3 Hz, 2H), 7.09 (d, J=2.6 Hz, 1H), 6.79-6.67 (m, 2H), 4.21 (s, 2H), 4.18 (brs, 1H), 2.31 (t, J=7.2 Hz, 2H), 1.62 (s, 6H), 1.57-1.45 (m, 2H), 1.43-1.31 (m, 3H), 1.30-1.12 (m, 7H), 0.80 (t, J=7.2 Hz, 3H)

Quellen und Nachweise

ORD-Eintrag
ord-8768e28f62744818b8df2b9b764f80e2
Quelldatensatz
uspto-grants-2009_09
Patentnummer
US07589232B2

Verknüpfte Notizen

Wird geladen…