Cyclohexylamine → 4-Bromo-N-cyclohexyl-2-fluorobenzamide

HRID 2041182Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2041182
[Br:1][C:2]1[CH:10]=[CH:9][C:5]([C:6](Cl)=[O:7])=[C:4]([F:11])[CH:3]=1.C(N(CC)CC)C.[CH:19]1([NH2:25])[CH2:24][CH2:23][CH2:22][CH2:21][CH2:20]1>C(Cl)Cl>[Br:1][C:2]1[CH:10]=[CH:9][C:5]([C:6]([NH:25][CH:19]2[CH2:24][CH2:23][CH2:22][CH2:21][CH2:20]2)=[O:7])=[C:4]([F:11])[CH:3]=1

Komponenten

5

Edukt 3

HCID 7965CyclohexylamineHCID 8471TriethylamineHCID 27340264-Bromo-2-fluorobenzoyl chloride

Produkt 1

HCID 90711954-Bromo-N-cyclohexyl-2-fluorobenzamideAusbeute 98,1 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344DichloromethaneLösungsmittel

Versuchsvorschrift

Dissolve 4-bromo-2-fluoro-benzoyl chloride (1 g, 4.21 mmol) in DCM and cool the solution in an ice bath. Add triethylamine (0.87 mL, 6.32 mmol) and cyclohexylamine (502 mg, 5.1 mmol) and stir the mixture at ambient temperature for 2 h. Partition the reaction mixture between brine and DCM. Dry the organic layer over Na2SO4, filter and concentrate in vacuo to give the desired intermediate as a white solid (1.24 g, 98%).

Aufarbeitung

  1. temperaturecool the solution in an ice bath
  2. customPartition the reaction mixture between brine and DCM
  3. dry with materialDry the organic layer over Na2SO4
  4. filtrationfilter
  5. concentrationconcentrate in vacuo

Quellen und Nachweise

ORD-Eintrag
ord-c481262aacb84c81ac8d51d9dc446261
Quelldatensatz
uspto-grants-2013_11
Patentnummer
US08580780B2

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