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

HRID 126875ノート

反応式

HRID 126875 の反応式
[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]

参加物

6

反応物 4

HCID 1140TolueneHCID 7918Acetic AnhydrideHCID 14923Ammonium HydroxideHCID 20288037HCID 20288037、化合物

生成物 1

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

試薬・触媒・溶媒 1

HCID 962Water溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-d372e32243dd499d964958a42965534f
出典データセット
uspto-grants-1981_03
特許番号
US04254127

反応ノート

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