Hydrochloric Acid → (3-Amino-5-(trifluoromethyl)phenyl)(1-methylpiperidin-4-yl)methanone

HRID 2200132Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2200132
C1(C(=[N:14][C:15]2[CH:16]=[C:17]([C:25]([CH:27]3[CH2:32][CH2:31][N:30]([CH3:33])[CH2:29][CH2:28]3)=[O:26])[CH:18]=[C:19]([C:21]([F:24])([F:23])[F:22])[CH:20]=2)C2C=CC=CC=2)C=CC=CC=1.Cl.CCOC(C)=O>C1COCC1>[NH2:14][C:15]1[CH:16]=[C:17]([C:25]([CH:27]2[CH2:32][CH2:31][N:30]([CH3:33])[CH2:29][CH2:28]2)=[O:26])[CH:18]=[C:19]([C:21]([F:22])([F:23])[F:24])[CH:20]=1

Komponenten

5

Edukt 3

HCID 313Hydrochloric AcidHCID 8857Ethyl AcetateHCID 118223414(3-(Diphenylmethyleneamino)-5-(trifluoromethyl)phenyl)(1-methylpiperidin-4-yl)methanone

Produkt 1

HCID 118223409(3-Amino-5-(trifluoromethyl)phenyl)(1-methylpiperidin-4-yl)methanoneAusbeute 59 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8028TetrahydrofuranLösungsmittel

Versuchsvorschrift

Dissolve (3-(diphenylmethyleneamino)-5-(trifluoromethyl)phenyl)(1-methylpiperidin-4-yl)methanone (210 mg, 0.47 mmol) in THF (2 mL) in an ice-bath, add hydrochloric acid (4N, 0.5 mL), then stir it at room temperature for one hour. TLC (PE:EtOAc=1:1) shows the reaction is complete. Partition the mixture between EtOAc and water. Collect the aqueous layer, adjust pH=9 with sodium hydroxide solution, extract with ethyl acetate three times, combine the organic layers, dry over anhydrous sodium sulfate, concentrate to yield the crude product (78 mg, 59%). MS: (M+1): 287.1.

Aufarbeitung

  1. customPartition the mixture between EtOAc and water
  2. customCollect the aqueous layer
  3. extractionextract with ethyl acetate three times
  4. dry with materialdry over anhydrous sodium sulfate
  5. concentrationconcentrate

Quellen und Nachweise

ORD-Eintrag
ord-08d24c29d9f44855863413fb253cc561
Quelldatensatz
uspto-grants-2016_06
Patentnummer
US09359338B2

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