Triethylamine → 1-Methyl-2-benzyloxyethyl 2-[4-(3,5-dichloro-2-pyridyloxy)phenoxy]propionate

HRID 1381042Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1381042
[CH2:1]([O:8][CH2:9][CH:10]([OH:12])[CH3:11])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.C(N(CC)CC)C.[Cl:20][C:21]1[C:22]([O:28][C:29]2[CH:40]=[CH:39][C:32]([O:33][CH:34]([CH3:38])[C:35](Cl)=[O:36])=[CH:31][CH:30]=2)=[N:23][CH:24]=[C:25]([Cl:27])[CH:26]=1>C1(C)C=CC=CC=1>[Cl:20][C:21]1[C:22]([O:28][C:29]2[CH:40]=[CH:39][C:32]([O:33][CH:34]([CH3:38])[C:35]([O:12][CH:10]([CH3:11])[CH2:9][O:8][CH2:1][C:2]3[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=3)=[O:36])=[CH:31][CH:30]=2)=[N:23][CH:24]=[C:25]([Cl:27])[CH:26]=1

Komponenten

5

Edukt 3

HCID 8471TriethylamineHCID 2959551-(Benzyloxy)propan-2-olHCID 131894782-{4-[(3,5-Dichloropyridin-2-yl)oxy]phenoxy}propanoyl chloride

Produkt 1

HCID 132171311-Methyl-2-benzyloxyethyl 2-[4-(3,5-dichloro-2-pyridyloxy)phenoxy]propionate

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 1140TolueneLösungsmittel2×

Reaktionsbedingungen

Temperatur
0 °C

Versuchsvorschrift

16.6 g of 1-benzyloxy-2-propanol and 10.6 g of triethylamine were dissolved in 200 ml of toluene, then cooled to 0° C. To this solution was dropwise added a solution of 34.7 g of 2-[4-(3,5-dichloro-2-pyridyloxy)phenoxy]-propionyl chloride in 80 ml of toluene at 0° to 5° C. with stirring. After the dropwise addition, the mixture was gradually heated and, at 40° to 50° C., it was stirred for one hour to complete the reaction. After cooling to room temperature, it was washed successively with 1% strength by weight sodium hydroxide aqueous solution and water, followed by drying. Upon distilling off toluene under reduced pressure, there were obtained 43.3 g of pale yellow, viscous, oily 1-methyl-2-benzyloxyethyl 2-[4-(3,5-dichloro-2-pyridyloxy)phenoxy]propionate. nD20 1.5710

Aufarbeitung

  1. additionAfter the dropwise addition
  2. temperaturethe mixture was gradually heated and, at 40° to 50° C.
  3. stirringit was stirred for one hour
  4. customthe reaction
  5. temperatureAfter cooling to room temperature
  6. washit was washed successively with 1% strength by weight sodium hydroxide aqueous solution and water
  7. customby drying
  8. distillationUpon distilling off toluene under reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-44c6f0af05c347d58badc27a9fd32c24
Quelldatensatz
uspto-grants-1986_04
Patentnummer
US04584396

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