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Isopropyl Acetate → Ethyl difluoro(pyridin-2-yl)acetate

HRID 45571
Notizen
Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 45571
Br[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][N:3]=1.Br[C:9]([F:16])([F:15])[C:10]([O:12][CH2:13][CH3:14])=[O:11].C(OC(C)C)(=O)C>[Cu].CN(C=O)C>[F:15][C:9]([F:16])([C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][N:3]=1)[C:10]([O:12][CH2:13][CH3:14])=[O:11]
KomponentenReaktionsbedingungenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion

Komponenten

6

Edukt 3

HCID 7915Isopropyl AcetateHCID 79732-BromopyridineHCID 69585Ethyl bromodifluoroacetate

Produkt 1

HCID 10631894Ethyl difluoro(pyridin-2-yl)acetate

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 23978CopperKatalysatorHCID 6228Dimethylformamide
Lösungsmittel

Reaktionsbedingungen

Temperatur
75 °C

Versuchsvorschrift

2-Bromopyridine (20 g), ethyl bromodifluoroacetate (27.2 g) and DMF (120 mL) were added and stirred for 10 minutes under nitrogen. Copper powder was added to the reaction mixture and heated to 70-80° C. for 45 minutes. The reaction mixture was cooled to RT and 400 mL of isopropyl acetate (IPAc) was added. The reaction mixture was quenched with the aqueous potassium dihydrogen phosphate at 0-10° C. and stirred for 30 minutes. The reaction mixture was filtered off and the residue obtained was washed with ethyl acetate. The organic layer was collected and washed with brine solution and dried over sodium sulphate then distilled under vacuum. (Crude weight=20 g).

Aufarbeitung

  1. temperatureThe reaction mixture was cooled to RT
  2. customThe reaction mixture was quenched with the aqueous potassium dihydrogen phosphate at 0-10° C.
  3. stirringstirred for 30 minutes
  4. filtrationThe reaction mixture was filtered off
  5. customthe residue obtained
  6. washwas washed with ethyl acetate
  7. customThe organic layer was collected
  8. washwashed with brine solution
  9. dry with materialdried over sodium sulphate
  10. distillationthen distilled under vacuum

Quellen und Nachweise

ORD-Eintrag
ord-376d4fa8506d493f86b810191acaa7f8
Quelldatensatz
uspto-grants-2013_09
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US08541580B2

Notizen zur Reaktion

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