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Tetrahydrofuran → HCID 136414663, Verbindung

HRID 645304
Notizen
Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 645304
[Cl:1][C:2]1[CH:3]=[C:4]([C:9]([C:23]([F:26])([F:25])[F:24])=[CH:10][C:11]([C:13]2[CH:21]=[CH:20][C:16]([C:17]([NH2:19])=[O:18])=[C:15]([CH3:22])[CH:14]=2)=[O:12])[CH:5]=[C:6]([Cl:8])[CH:7]=1.CO[CH:29](OC)[N:30](C)C.[O:35]1[CH2:39]CCC1>>[Cl:1][C:2]1[CH:3]=[C:4]([C:9]([C:23]([F:26])([F:24])[F:25])=[CH:10][C:11]([C:13]2[CH:21]=[CH:20][C:16]([C:17]([NH:19][CH:29]=[N:30][O:35][CH3:39])=[O:18])=[C:15]([CH3:22])[CH:14]=2)=[O:12])[CH:5]=[C:6]([Cl:8])[CH:7]=1
KomponentenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion

Komponenten

4

Edukt 3

HCID 8028TetrahydrofuranHCID 78373Dimethylformamide dimethyl acetalHCID 66738433HCID 66738433, Verbindung

Produkt 1

HCID 136414663HCID 136414663, Verbindung

Versuchsvorschrift

To a solution of 0.18 g of 4-(3-(3,5-dichlorophenyl)-4,4,4-trifluoro-2-butenoyl)-2-methylbenzoic acid amide representing mixed geometrical isomers (isomeric ratio of 10:1) that was synthesized according to Synthetic Example 9 in 3 mL of tetrahydrofuran, 0.11 g of N,N-dimethylformamide dimethyl acetal was added and the mixture was stirred for 2 hours at room temperature. After that, the solvent was distilled off under reduced pressure, the resulting residue was dissolved in 3 mL of tetrahydrofuran, and a solution of 45 mg of methoxyamine hydrochloride in 1 mL of water was dripped in at room temperature. After the mixture was stirred for 1.5 hours, whereinto ethyl acetate was added, an organic layer was washed twice with water and then dehydrated and dried with saturated saline followed by anhydrous magnesium sulfate, and the solvent was distilled off under reduced pressure. By washing the resulting solid with a mixed solvent of diisopropylether and acetonitrile, 60 mg of aimed product was obtained as pale yellow solid.

Aufarbeitung

  1. customwas synthesized
  2. distillationAfter that, the solvent was distilled off under reduced pressure
  3. dissolutionthe resulting residue was dissolved in 3 mL of tetrahydrofuran
  4. customwas dripped in at room temperature
  5. stirringAfter the mixture was stirred for 1.5 hours, whereinto ethyl acetate
  6. additionwas added
  7. washan organic layer was washed twice with water
  8. customdried with saturated saline
  9. distillationthe solvent was distilled off under reduced pressure
  10. washBy washing the resulting solid with a mixed solvent of diisopropylether and acetonitrile

Quellen und Nachweise

ORD-Eintrag
ord-96dd84b3b3fb4db0aab851af7f3a47e3
Quelldatensatz
uspto-grants-2010_04
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US07700808B2

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