2-Butyl-2-(3,5-dimethoxy-phenyl)-[1,3]dithiolane → 2-Cyclohexyl-2-(3,5-dimethoxy-phenyl)-[1,3]dithiolane

HRID 1376242

Reaktionsgleichung

Reaktionsgleichung von HRID 1376242
[CH:1]1([C:7]([C:9]2[CH:14]=[C:13]([O:15][CH3:16])[CH:12]=[C:11]([O:17][CH3:18])[CH:10]=2)=O)[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1.C(C1(C2C=C(OC)C=C(OC)C=2)[S:27][CH2:26][CH2:25][S:24]1)CCC>CCCCCC.C(OCC)(=O)C>[CH:1]1([C:7]2([C:9]3[CH:14]=[C:13]([O:15][CH3:16])[CH:12]=[C:11]([O:17][CH3:18])[CH:10]=3)[S:27][CH2:26][CH2:25][S:24]2)[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1

Komponenten

4

Edukt 2

HCID 3176902-Butyl-2-(3,5-dimethoxy-phenyl)-[1,3]dithiolaneHCID 66886135Cyclohexyl(3,5-dimethoxyphenyl)methanone

Produkt 1

HCID 858840912-Cyclohexyl-2-(3,5-dimethoxy-phenyl)-[1,3]dithiolane

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 21226206Ethyl acetate hexaneLösungsmittel

Versuchsvorschrift

Compound 11 was prepared from Compound 7 using the same procedure as described above for Compound 9. Yield 16.8 g (89.6%) as an oil. Rf=0.43 (hexane:ethyl acetate 92:8); IR (neat) 2930, 1198, 1062, 698 cm−1; 1H NMR δ 6.94 (d, J=2.4 Hz, 2H), 6.33 (t, J=2.25 Hz, 1H), 3.80 (s, 6H), 3.33–3.09 (m, 4H), 2.17–2.09 (m, 1H), 1.92–1.88 (m, 2H), 1.73–1.58 (m, 3H), 1.27–0.97 (m, 5H). 13C NMR δ 160.20, 148.17, 107.00, 98.59, 80.97, 55.60, 50.71, 39.07, 31.18, 26.91, 26.35; MS: (ESI, Pos.) m/z 347 ([M+23]+).

Quellen und Nachweise

ORD-Eintrag
ord-41e202f35ef8482ab4d4e7e1bf10c517
Quelldatensatz
uspto-grants-2007_01
Patentnummer
US07169942B2

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