1-Benzyl-4-piperidone → alpha-[1-(Phenylmethyl)-4-piperidinylidene]-2-thiopheneacetonitrile

HRID 66669

Reaktionsgleichung

Reaktionsgleichung von HRID 66669
C[O-].[Na+].[S:4]1[CH:8]=[CH:7][CH:6]=[C:5]1[CH2:9][C:10]#[N:11].[C:12]1([CH2:18][N:19]2[CH2:24][CH2:23][C:22](=O)[CH2:21][CH2:20]2)[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1>CO>[C:12]1([CH2:18][N:19]2[CH2:24][CH2:23][C:22](=[C:9]([C:5]3[S:4][CH:8]=[CH:7][CH:6]=3)[C:10]#[N:11])[CH2:21][CH2:20]2)[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1

Komponenten

5

Edukt 3

HCID 192201-Benzyl-4-piperidoneHCID 728802-ThienylacetonitrileHCID 10942334Sodium Methoxide

Produkt 1

HCID 20278965alpha-[1-(Phenylmethyl)-4-piperidinylidene]-2-thiopheneacetonitrile

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 887MethanolLösungsmittel

Versuchsvorschrift

To a stirred mixture of 80 parts of sodium methoxide and 160 parts of methanol are added successively 50 parts of 2-thiopheneacetonitrile and then dropwise 66 parts of 1-(phenylmethyl)-4-piperidinone. Upon completion, the whole is heated to reflux and stirring at reflux temperature is continued for one hour. The reaction mixture is cooled and evaporated. The residue is distilled in a molecular distillation-apparatus, yielding about 70 parts of α-[1-(phenylmethyl)-4-piperidinylidene]-2-thiopheneacetonitrile as a residue.

Aufarbeitung

  1. temperatureUpon completion, the whole is heated
  2. temperatureto reflux
  3. temperatureat reflux temperature
  4. temperatureThe reaction mixture is cooled
  5. customevaporated
  6. distillationThe residue is distilled in a molecular distillation-apparatus

Quellen und Nachweise

ORD-Eintrag
ord-bff8e7e8b5594c60a316a287b3fb0b1f
Quelldatensatz
uspto-grants-1982_08
Patentnummer
US04342870

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