Hydrochloric Acid → 4-(2-(2,6-dichloro-4-(3,3-dichloro-2-propenyloxy)phenoxy)ethyl)benzaldehyde O-propyloxime

HRID 2305044Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2305044
[Cl:1][C:2]1[CH:18]=[C:17]([O:19][CH2:20][CH:21]=[C:22]([Cl:24])[Cl:23])[CH:16]=[C:15]([Cl:25])[C:3]=1[O:4][CH2:5][CH2:6][C:7]1[CH:14]=[CH:13][C:10]([CH:11]=O)=[CH:9][CH:8]=1.Cl.[CH2:27]([O:30][NH2:31])[CH2:28][CH3:29].Cl>N1C=CC=CC=1>[CH2:27]([O:30][N:31]=[CH:11][C:10]1[CH:13]=[CH:14][C:7]([CH2:6][CH2:5][O:4][C:3]2[C:2]([Cl:1])=[CH:18][C:17]([O:19][CH2:20][CH:21]=[C:22]([Cl:24])[Cl:23])=[CH:16][C:15]=2[Cl:25])=[CH:8][CH:9]=1)[CH2:28][CH3:29]

Komponenten

5

Edukt 3

HCID 313Hydrochloric AcidHCID 12283955O-propylhydroxylamine hydrochlorideHCID 184295564-(2-(2,6-Dichloro-4-(3,3-dichloro-2-propenyloxy)phenoxy)ethyl)benzaldehyde

Produkt 1

HCID 544781124-(2-(2,6-dichloro-4-(3,3-dichloro-2-propenyloxy)phenoxy)ethyl)benzaldehyde O-propyloximeAusbeute 72 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 1049PyridineLösungsmittel

Versuchsvorschrift

To a mixture of 0.55 g of 4-(2-(2,6-dichloro-4-(3,3-dichloro-2-propenyloxy)phenoxy)ethyl)benzaldehyde (which had been produced in Intermediate Production Example 3 as described below) and 5 ml of pyridine was added 0.18 g of O-propylhydroxylamine hydrochloride. After stirring at room temperature for 24 hours, the reaction mixture was poured into diluted hydrochloric acid, and extracted twice with diethyl ether. The diethyl ether layers were combined, washed with water, dried over anhydrous magnesium sulfate, and concentrated to give a crude product. This crude product was subjected to silica gel chromatography, which afforded 0.45 g (yield, 72%) of 4-(2-(2,6-dichloro-4-(3,3-dichloro-2-propenyloxy)phenoxy)ethyl)benzaldehyde O-propyloxime, m.p., nD24.5 1.5773.

Aufarbeitung

  1. extractionextracted twice with diethyl ether
  2. washwashed with water
  3. dry with materialdried over anhydrous magnesium sulfate
  4. concentrationconcentrated
  5. customto give a crude product

Quellen und Nachweise

ORD-Eintrag
ord-c232873e905a4c7d9cef9d04c7a09199
Quelldatensatz
uspto-grants-2002_08
Patentnummer
US06437184B1

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