Potassium Carbonate → Diethyl 4-[[(3-phenoxypropyl)thio]methyl]-1,3-oxathiolane-2,2-dipropanoate

HRID 1383137Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1383137
[SH:1][CH2:2][CH:3]1[CH2:7][O:6][C:5]([CH2:15][CH2:16][C:17]([O:19][CH2:20][CH3:21])=[O:18])([CH2:8][CH2:9][C:10]([O:12][CH2:13][CH3:14])=[O:11])[S:4]1.[O:22]([CH2:29][CH2:30][CH2:31]Br)[C:23]1[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=1.C(=O)([O-])[O-].[K+].[K+]>C(C(C)=O)C>[O:22]([CH2:29][CH2:30][CH2:31][S:1][CH2:2][CH:3]1[CH2:7][O:6][C:5]([CH2:8][CH2:9][C:10]([O:12][CH2:13][CH3:14])=[O:11])([CH2:15][CH2:16][C:17]([O:19][CH2:20][CH3:21])=[O:18])[S:4]1)[C:23]1[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=1

Komponenten

5

Edukt 3

HCID 11430Potassium CarbonateHCID 68522Benzene, (3-bromopropoxy)-HCID 14405886Diethyl 4-(mercaptomethyl)-1,3-oxathiolane-2,2-dipropanoate

Produkt 1

HCID 14405891Diethyl 4-[[(3-phenoxypropyl)thio]methyl]-1,3-oxathiolane-2,2-dipropanoateAusbeute 96 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6569Methyl Ethyl KetoneLösungsmittel

Versuchsvorschrift

The product of Example 1 (2.0 g, 0.006 mol) and 3-phenoxy-1-bromopropane (1.3 g, 0.006 mol) were dissolved in methyl ethyl ketone (20 ml). Anhydrous potassium carbonate (2.5 g) was added and the reaction was run and worked up as described in the procedure of Example 2. Chromotography of the resulting oil on silica gel using 15% ethyl acetate/hexane as eluent gave 2.70 g (96%) of the title compound as an oil.

Quellen und Nachweise

ORD-Eintrag
ord-9a04a0a7e58d49c1a2831debf2a189e9
Quelldatensatz
uspto-grants-1989_02
Patentnummer
US04808729

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