Dimethyl Sulfoxide → HCID 86613082, Verbindung

HRID 1869142Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1869142
CS(C)=O.C(Cl)(=O)C(Cl)=O.[Cl:11][C:12]1[CH:33]=[C:32]([O:34][CH2:35][CH:36]=[C:37]([Cl:39])[Cl:38])[CH:31]=[C:30]([Cl:40])[C:13]=1[O:14][CH2:15][CH:16]([OH:29])[CH2:17][O:18][C:19]1[CH:24]=[CH:23][C:22]([C:25]([F:28])([F:27])[F:26])=[CH:21][CH:20]=1.C(N(CC)CC)C>ClCCl.O>[Cl:11][C:12]1[CH:33]=[C:32]([O:34][CH2:35][CH:36]=[C:37]([Cl:38])[Cl:39])[CH:31]=[C:30]([Cl:40])[C:13]=1[O:14][CH2:15][C:16](=[O:29])[CH2:17][O:18][C:19]1[CH:24]=[CH:23][C:22]([C:25]([F:28])([F:27])[F:26])=[CH:21][CH:20]=1

Komponenten

7

Edukt 4

HCID 679Dimethyl SulfoxideHCID 8471TriethylamineHCID 65578Oxalyl chlorideHCID 866130811-[2,6-Dichloro-4-(3,3-dichloro-allyloxy)-phenoxy]-3-(4-trifluoromethyl-phenoxy)-propan-2-ol

Produkt 1

HCID 86613082HCID 86613082, Verbindung

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 962WaterLösungsmittelHCID 6344DichloromethaneLösungsmittel2×

Versuchsvorschrift

1.15 ml of dimethyl sulfoxide are added at −60° C. in the course of 5 minutes to 0.63 ml of oxalyl chloride in 50 ml of dichloromethane. After 40 minutes, a solution of 3.4 g of 1-[2,6-dichloro-4-(3,3-dichloro-allyloxy)-phenoxy]-3-(4-trifluoromethyl-phenoxy)-propan-2-ol in 30 ml of dichloromethane is added dropwise in the course of 10 minutes. After 40 minutes, 4.5 ml of triethylamine are added and the reaction mixture is slowly heated to room temperature. The reaction mixture is then poured into water and extracted with dichloromethane. After concentration of the organic phase and crystallisation from diethyl ether/hexane, 1-[2,6-dichloro-4-(3,3-dichloro-allyloxy)-phenoxy]-3-(4-trifluoromethyl-phenoxy)-propan-2-one is obtained. 1H-NMR (CDCl3) 300 MHz: 4.61 (d, 2H), 4.74 (s, 2H), 5.21 (s, 2H), 6.12 (t, 1H), 6.90 (s, 2H), 7.11 (d, 2H), 7.59 (d, 2H)

Aufarbeitung

  1. waitAfter 40 minutes
  2. extractionextracted with dichloromethane
  3. customAfter concentration of the organic phase and crystallisation from diethyl ether/hexane

Quellen und Nachweise

ORD-Eintrag
ord-442f9b5429fc411da1fb88fd74b5be14
Quelldatensatz
uspto-grants-2009_12
Patentnummer
US07638514B2

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