2-(4-Chloro-3-difluoromethoxy-2-pyridyl)-2-cyclopropyl-1-methoxyethene → 2-(4-Chloro-3-difluoromethoxy-2-pyridyl)-2-cyclopropylethanal

HRID 1061456Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1061456
[Cl:1][C:2]1[CH:7]=[CH:6][N:5]=[C:4]([C:8]([CH:12]2[CH2:14][CH2:13]2)=[CH:9][O:10]C)[C:3]=1[O:15][CH:16]([F:18])[F:17]>C1COCC1.S(=O)(=O)(O)O>[Cl:1][C:2]1[CH:7]=[CH:6][N:5]=[C:4]([CH:8]([CH:12]2[CH2:13][CH2:14]2)[CH:9]=[O:10])[C:3]=1[O:15][CH:16]([F:18])[F:17]

Komponenten

4

Edukt 1

HCID 865864702-(4-Chloro-3-difluoromethoxy-2-pyridyl)-2-cyclopropyl-1-methoxyethene

Produkt 1

HCID 186293232-(4-Chloro-3-difluoromethoxy-2-pyridyl)-2-cyclopropylethanalAusbeute 79,2 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 1118Sulfuric AcidLösungsmittelHCID 8028TetrahydrofuranLösungsmittel

Versuchsvorschrift

6.00 g of 2-(4-chloro-3-difluoromethoxy-2-pyridyl)-2-cyclopropyl-1-methoxyethene (XI) was dissolved in 60 ml of THF, to which 40 ml of dilute sulfuric acid was added, and the resulting mixture was concentrated at 50° C. under reduced pressure. The resulting mixture was poured into water and neutralized with saturated sodium bicarbonate solution, and thereafter, extracted with chloroform. The resulting organic layer was washed with saturated salt water, and thereafter, dried over anhydrous sodium sulfate and the solvent was distilled off under reduced pressure. The resulting residue was purified by silica gel column chromatography (eluent; hexane:ethyl acetate=4:1) to obtain 4.51 g of 2-(4-chloro-3-difluoromethoxy-2-pyridyl)-2-cyclopropylethanal (XII).

Aufarbeitung

  1. additionwas added
  2. concentrationthe resulting mixture was concentrated at 50° C. under reduced pressure
  3. additionThe resulting mixture was poured into water and neutralized with saturated sodium bicarbonate solution
  4. extractionextracted with chloroform
  5. washThe resulting organic layer was washed with saturated salt water
  6. dry with materialdried over anhydrous sodium sulfate
  7. distillationthe solvent was distilled off under reduced pressure
  8. customThe resulting residue was purified by silica gel column chromatography (eluent; hexane:ethyl acetate=4:1)

Quellen und Nachweise

ORD-Eintrag
ord-122d66c6356349cab0c445ea555ed804
Quelldatensatz
uspto-grants-2003_02
Patentnummer
US06525066B2

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