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

HRID 1376241

Reaktionsgleichung

Reaktionsgleichung von HRID 1376241
[CH:1]1([C:6]([C:8]2[CH:13]=[C:12]([O:14][CH3:15])[CH:11]=[C:10]([O:16][CH3:17])[CH:9]=2)=O)[CH2:5][CH2:4][CH2:3][CH2:2]1.C(C1(C2C=C(OC)C=C(OC)C=2)[S:26][CH2:25][CH2:24][S:23]1)CCC>CCCCCC.C(OCC)(=O)C>[CH:1]1([C:6]2([C:8]3[CH:13]=[C:12]([O:14][CH3:15])[CH:11]=[C:10]([O:16][CH3:17])[CH:9]=3)[S:26][CH2:25][CH2:24][S:23]2)[CH2:5][CH2:4][CH2:3][CH2:2]1

Komponenten

4

Edukt 2

HCID 3176902-Butyl-2-(3,5-dimethoxy-phenyl)-[1,3]dithiolaneHCID 11543194Cyclopentyl(3,5-dimethoxyphenyl)methanone

Produkt 1

HCID 116452612-Cyclopentyl-2-(3,5-dimethoxy-phenyl)-[1,3]dithiolane

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 21226206Ethyl acetate hexaneLösungsmittel

Versuchsvorschrift

Compound 10 was prepared from Compound 6 using the same procedure as described above for Compound 9. Yield 2.92 g (87%) as an oil. Rf=0.52 (hexane:ethyl acetate 92:8); IR (neat) 2955, 1206, 1066, 694 cm−1; 1H NMR δ 6.98 (d, J=2.19 Hz, 2H), 6.34 (t, J=2.25 Hz, 1H), 3.80 (s, 6H), 3.35–3.09 (m, 4H), 2.82–2.71 (m, 1H), 1.80–1.43 (m, 8H). 13C NMR δ 160.03, 149.37, 106.37, 98.35, 79.474, 55.35, 52.14, 38.79, 31.17, 25.73; MS: (ESI, Pos.) m/z 333 ([M+23]+).

Quellen und Nachweise

ORD-Eintrag
ord-6ca29d4889d94e83ba873ad7b1e03a78
Quelldatensatz
uspto-grants-2007_01
Patentnummer
US07169942B2

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