Triethylamine → 3-Bromo-2-chloro-6-fluorobenzonitrile

HRID 1508171Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1508171
[Br:1][C:2]1[C:3]([Cl:12])=[C:4]([C:8]([F:11])=[CH:9][CH:10]=1)[C:5]([NH2:7])=O.CCN(CC)CC.FC(F)(F)S(OS(C(F)(F)F)(=O)=O)(=O)=O>C(Cl)Cl>[Br:1][C:2]1[C:3]([Cl:12])=[C:4]([C:8]([F:11])=[CH:9][CH:10]=1)[C:5]#[N:7]

Komponenten

5

Edukt 3

HCID 8471TriethylamineHCID 67749Trifluoromethanesulfonic anhydrideHCID 712395033-Bromo-2-chloro-6-fluorobenzamide

Produkt 1

HCID 712393913-Bromo-2-chloro-6-fluorobenzonitrile

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344DichloromethaneLösungsmittel

Versuchsvorschrift

To a solution of 3-bromo-2-chloro-6-fluorobenzamide (3.56 mmol) in 50 mL DCM were added 1.5 mL Et3N followed by trifluoromethanesulfonic acid anhydride (7.11 mmol) at 0° C. The ice bath was removed and the reaction mixture was stirred at RT. After 30 min, water was added and the mixture was extracted with DCM (3×). The combined organic layers were dried over MgSO4 and concentrated in vacuo to obtain the desired compound as brown solid.

Aufarbeitung

  1. customThe ice bath was removed
  2. additionwater was added
  3. extractionthe mixture was extracted with DCM (3×)
  4. dry with materialThe combined organic layers were dried over MgSO4
  5. concentrationconcentrated in vacuo

Quellen und Nachweise

ORD-Eintrag
ord-0417eee7762a4333be31dc3b00dc285b
Quelldatensatz
uspto-grants-2015_12
Patentnummer
US09221832B2

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