Toluene → 1-acetyl-3-[2-[4-[2-(4-fluorophenyl)-2-oxoethyl]-1-piperidinyl]ethyl]-1,3-dihydro-2H-benzimidazol-2-one

HRID 126875Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 126875
[C:1](OC(=O)C)(=[O:3])[CH3:2].[F:8][C:9]1[CH:14]=[CH:13][C:12]([C:15](=[O:35])[CH2:16][CH:17]2[CH2:22][CH2:21][N:20]([CH2:23][CH2:24][N:25]3[C:29]4[CH:30]=[CH:31][CH:32]=[CH:33][C:28]=4[NH:27][C:26]3=[O:34])[CH2:19][CH2:18]2)=[CH:11][CH:10]=1.CC1C=CC=CC=1.[OH-].[NH4+]>O>[C:1]([N:27]1[C:28]2[CH:33]=[CH:32][CH:31]=[CH:30][C:29]=2[N:25]([CH2:24][CH2:23][N:20]2[CH2:19][CH2:18][CH:17]([CH2:16][C:15]([C:12]3[CH:13]=[CH:14][C:9]([F:8])=[CH:10][CH:11]=3)=[O:35])[CH2:22][CH2:21]2)[C:26]1=[O:34])(=[O:3])[CH3:2]

Komponenten

6

Edukt 4

HCID 1140TolueneHCID 7918Acetic AnhydrideHCID 14923Ammonium HydroxideHCID 20288037HCID 20288037, Verbindung

Produkt 1

HCID 202880511-acetyl-3-[2-[4-[2-(4-fluorophenyl)-2-oxoethyl]-1-piperidinyl]ethyl]-1,3-dihydro-2H-benzimidazol-2-oneAusbeute 40 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 962WaterLösungsmittel

Versuchsvorschrift

A mixture of 3.1 parts of acetic acid anhydride, 5 parts of 1-[2-[4-[2-(4-fluorophenyl)-2-oxoethyl]-1-piperidinyl]ethyl]-1,3-dihydro-2H-benzimidazol-2-one and 56 parts of methylbenzene is stirred and refluxed for 4 hours. The reaction mixture is cooled and water and ammonium hydroxide are added. Upon stirring, the product is crystallized. It is filtered off, washed with water and dried in vacuo, yielding 2.2 parts (40%) of 1-acetyl-3-[2-[4-[2-(4-fluorophenyl)-2-oxoethyl]-1-piperidinyl]ethyl]-1,3-dihydro-2H-benzimidazol-2-one; mp. 149.2° C.

Aufarbeitung

  1. temperaturerefluxed for 4 hours
  2. temperatureThe reaction mixture is cooled
  3. stirringUpon stirring
  4. customthe product is crystallized
  5. filtrationIt is filtered off
  6. washwashed with water
  7. customdried in vacuo

Quellen und Nachweise

ORD-Eintrag
ord-d372e32243dd499d964958a42965534f
Quelldatensatz
uspto-grants-1981_03
Patentnummer
US04254127

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