Potassium Carbonate → 3-[2,6-Dichloro-4-(3,3-dichloroallyloxy)-phenoxy]-propan-1-ol

HRID 1271830Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1271830
[Cl:1][C:2]1[CH:3]=[C:4]([OH:14])[CH:5]=[C:6]([Cl:13])[C:7]=1[O:8][CH2:9][CH:10](O)[CH3:11].[Cl:15][C:16]([Cl:21])(Cl)[CH2:17][CH2:18]Cl.C(=O)([O-])[O-:23].[K+].[K+]>CN(C=O)C>[Cl:15][C:16]([Cl:21])=[CH:17][CH2:18][O:14][C:4]1[CH:5]=[C:6]([Cl:13])[C:7]([O:8][CH2:9][CH2:10][CH2:11][OH:23])=[C:2]([Cl:1])[CH:3]=1

Komponenten

5

Edukt 3

HCID 11430Potassium CarbonateHCID 140561,1,1,3-TetrachloropropaneHCID 184549873,5Dichloro-4-(2-hydroxypropoxy)phenol

Produkt 1

HCID 113139803-[2,6-Dichloro-4-(3,3-dichloroallyloxy)-phenoxy]-propan-1-olAusbeute 77,3 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6228DimethylformamideLösungsmittel

Versuchsvorschrift

This compound was prepared in a manner analogous to that of Step D of Example 1, by the reaction of 8.0 grams (0.034 mole) of 3,5dichloro-4-(2-hydroxypropoxy)phenol, 10.1 grams (0.056 mole) of 1,1,1,3-tetrachloropropane and 10.8 grams (0.078 mole) of potassium carbonate in 100 mL of DMF. The reaction product was purified with column chromatography on silica gel using 1:2 methylene chloride:hexane as an eluant. The appropriate fractions were combined and concentrated under reduced pressure, yielding 9.1 grams of the subject compound. The NMR spectrum was consistent with the proposed structure.

Aufarbeitung

  1. customThis compound was prepared in a manner analogous to that of Step D of Example 1
  2. customThe reaction product was purified with column chromatography on silica gel using 1:2 methylene chloride
  3. concentrationconcentrated under reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-b61ec7bea90f45a69be0961063ed2823
Quelldatensatz
uspto-grants-2007_04
Patentnummer
US07208450B2

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