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Ammonia tetrahydrofuran → 3-Cyclopropyl-4-fluorobenzamide

HRID 401793
Notizen
Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 401793
[CH:1]1([C:4]2[CH:5]=[C:6]([CH:10]=[CH:11][C:12]=2[F:13])[C:7](O)=[O:8])[CH2:3][CH2:2]1.[NH3:14].C1COCC1>C1COCC1>[CH:1]1([C:4]2[CH:5]=[C:6]([CH:10]=[CH:11][C:12]=2[F:13])[C:7]([NH2:14])=[O:8])[CH2:3][CH2:2]1
KomponentenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion

Komponenten

4

Edukt 2

HCID 21982362Ammonia tetrahydrofuranHCID 401517963-Cyclopropyl-4-fluorobenzoic acid

Produkt 1

HCID 401517983-Cyclopropyl-4-fluorobenzamideAusbeute 89,7 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8028TetrahydrofuranLösungsmittel

Versuchsvorschrift

To a solution of compound 3-cyclopropyl-4-fluoro-benzoic acid (Preparation 56, 74 g, 0.41 mol, 1 eq) in THF (800 mL) was added N,N′-carbonyldiimidazole (88 g, 0.53 mol, 1.29 eq) at room temperature. The suspension was stirred at room temperature for 3 h, and turned into a brown solution Ammonia/THF (1 L) was added to the mixture and the resulting mixture was stirred at room temperature overnight. THF was removed in vacuum and the residue was taken up with water (300 mL). The mixture was filtrated and the solid was washed with water (100 mL) and ether (200 mL). The solid was dissolved in DCM (500 mL), dried over sodium sulfate and concentrated in vacuum to title compound as a white solid (66 g, 0.368 mol, 89.7%).

Aufarbeitung

  1. additionwas added to the mixture
  2. stirringthe resulting mixture was stirred at room temperature overnight
  3. customTHF was removed in vacuum
  4. filtrationThe mixture was filtrated
  5. washthe solid was washed with water (100 mL) and ether (200 mL)
  6. dissolutionThe solid was dissolved in DCM (500 mL)
  7. dry with materialdried over sodium sulfate

Quellen und Nachweise

ORD-Eintrag
ord-452f73dcd2a6477799de6993de56ce16
Quelldatensatz
uspto-grants-2014_06
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US08741934B2

Notizen zur Reaktion

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