Dimethylformamide dimethyl acetal → Ethyl 2-[2,4-dichloro-5-(2-chloro-4,6-difluorophenylamino)benzoyl]-3-dimethylaminoacrylate

HRID 749487Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 749487
[Cl:1][C:2]1[CH:7]=[C:6]([Cl:8])[C:5]([NH:9][C:10]2[C:15]([F:16])=[CH:14][C:13]([F:17])=[CH:12][C:11]=2[Cl:18])=[CH:4][C:3]=1[C:19](=[O:26])[CH2:20][C:21]([O:23][CH2:24][CH3:25])=[O:22].CO[CH:29](OC)[N:30]([CH3:32])[CH3:31]>C1(C)C=CC=CC=1>[Cl:1][C:2]1[CH:7]=[C:6]([Cl:8])[C:5]([NH:9][C:10]2[C:15]([F:16])=[CH:14][C:13]([F:17])=[CH:12][C:11]=2[Cl:18])=[CH:4][C:3]=1[C:19]([C:20](=[CH:29][N:30]([CH3:32])[CH3:31])[C:21]([O:23][CH2:24][CH3:25])=[O:22])=[O:26]

Komponenten

4

Edukt 2

HCID 78373Dimethylformamide dimethyl acetalHCID 68799347Ethyl 3-[2,4-dichloro-5-(2-chloro-4,6-difluorophenylamino)phenyl]-3-oxopropionate

Produkt 1

HCID 68796206Ethyl 2-[2,4-dichloro-5-(2-chloro-4,6-difluorophenylamino)benzoyl]-3-dimethylaminoacrylate

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 1140TolueneLösungsmittel

Versuchsvorschrift

A solution of 3.88 g (crude) of ethyl 3-[2,4-dichloro-5-(2-chloro-4,6-difluorophenylamino)phenyl]-3-oxopropionate and 1.22 g (0.10 mmol) of dimethylformamide dimethyl acetal in 10 ml of toluene were heated to reflux for 1.5 hours. The mixture was cooled to room temperature and concentrated in vacuo. Purification on silica gel (petroleum ether) (45-70° C.)/ethyl acetate, 8 minutes isocratic 35% ethyl acetate, then to 60% ethyl acetate in 7 minutes, flow rate 400 ml/minute) afforded 3.59 g (82% over the two stages) of the desired product.

Aufarbeitung

  1. temperatureto reflux for 1.5 hours
  2. concentrationconcentrated in vacuo
  3. customPurification on silica gel (petroleum ether) (45-70° C.)/ethyl acetate, 8 minutes isocratic 35% ethyl acetate

Quellen und Nachweise

ORD-Eintrag
ord-6d80251b025d41e1a14452d4e43415c4
Quelldatensatz
uspto-grants-2008_07
Patentnummer
US07402674B2

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