2-(Trifluoromethyl)aniline → N-[2-(trifluoromethyl)phenyl]cyclohexanecarboxamide

HRID 1420575

Reaktionsgleichung

Reaktionsgleichung von HRID 1420575
[F:1][C:2]([F:11])([F:10])[C:3]1[CH:9]=[CH:8][CH:7]=[CH:6][C:4]=1[NH2:5].C(N(CC)CC)C.[CH:19]1([C:25](Cl)=[O:26])[CH2:24][CH2:23][CH2:22][CH2:21][CH2:20]1.[OH-].[Na+]>O.C(Cl)Cl>[F:1][C:2]([F:10])([F:11])[C:3]1[CH:9]=[CH:8][CH:7]=[CH:6][C:4]=1[NH:5][C:25]([CH:19]1[CH2:24][CH2:23][CH2:22][CH2:21][CH2:20]1)=[O:26]

Komponenten

7

Edukt 4

HCID 69222-(Trifluoromethyl)anilineHCID 8471TriethylamineHCID 14798Sodium HydroxideHCID 75938Cyclohexanecarbonyl chloride

Produkt 1

HCID 1367212N-[2-(trifluoromethyl)phenyl]cyclohexanecarboxamideAusbeute 59 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 962WaterLösungsmittelHCID 6344DichloromethaneLösungsmittel

Versuchsvorschrift

A solution of 2-trifluoromethylaniline (3 mL), triethylamine (3.5 mL) and CH2Cl2 (30 mL) was stirred at room temperature under N2 and added dropwise with cyclohexanecarbonyl chloride (3.34 mL). After 2.5 h stirring at room temperature, the mixture was poured into H2O and alkalinized with 1 N NaOH. The organic phase was dried on anhydrous Na2SO4 and the crude was crystallized from EtOH to give 3.82 g (59%) of the title compound. M.p. 153-154° C.

Aufarbeitung

  1. dry with materialThe organic phase was dried on anhydrous Na2SO4
  2. customthe crude was crystallized from EtOH

Quellen und Nachweise

ORD-Eintrag
ord-2a4d24c1e4b54f0cb79bf08f6aad6839
Quelldatensatz
uspto-grants-2000_06
Patentnummer
US06071920

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