Potassium Iodide → 5-bromo-1-{1-[4,4-bis(4-fluorophenyl)butyl]-4-piperidinyl}-1,3-dihydro-2H-benzimidazol-2-one

HRID 1729813ノート

反応式

HRID 1729813 の反応式
Cl[CH2:2][CH2:3][CH2:4][CH:5]([C:13]1[CH:18]=[CH:17][C:16]([F:19])=[CH:15][CH:14]=1)[C:6]1[CH:11]=[CH:10][C:9]([F:12])=[CH:8][CH:7]=1.[Br:20][C:21]1[CH:36]=[CH:35][C:24]2[N:25]([CH:29]3[CH2:34][CH2:33][NH:32][CH2:31][CH2:30]3)[C:26](=[O:28])[NH:27][C:23]=2[CH:22]=1.C(=O)([O-])[O-].[Na+].[Na+].[I-].[K+]>O.CC(C)CC(=O)C>[Br:20][C:21]1[CH:36]=[CH:35][C:24]2[N:25]([CH:29]3[CH2:30][CH2:31][N:32]([CH2:2][CH2:3][CH2:4][CH:5]([C:13]4[CH:18]=[CH:17][C:16]([F:19])=[CH:15][CH:14]=4)[C:6]4[CH:11]=[CH:10][C:9]([F:12])=[CH:8][CH:7]=4)[CH2:33][CH2:34]3)[C:26](=[O:28])[NH:27][C:23]=2[CH:22]=1

参加物

7

反応物 4

HCID 4875Potassium IodideHCID 10340Sodium CarbonateHCID 768201,1'-(4-Chlorobutylidene)bis(4-fluorobenzene)HCID 137920985-bromo-1-(piperidin-4-yl)-1H-benzo[d]imidazol-2(3H)-one

生成物 1

HCID 215002755-bromo-1-{1-[4,4-bis(4-fluorophenyl)butyl]-4-piperidinyl}-1,3-dihydro-2H-benzimidazol-2-one

試薬・触媒・溶媒 2

HCID 962Water溶媒HCID 7909Methyl Isobutyl Ketone溶媒

実験手順

A mixture of 7 parts of 1-chloro-4,4-bis(4-fluorophenyl)-butane, 5.9 parts of 5-bromo-1,3-dihydro-1-(4-piperidinyl)-2H-benzimidazol-2-one, 6.4 parts of sodium carbonate, 0.2 parts of potassium iodide and 200 parts of 4-methyl-2-pentanone is stirred and refluxed overnight. The reaction mixture is cooled, water is added and the layers are separated. The organic phase is dried, filtered and evaporated. The residue is crystallized twice: first from a mixture of 2-propanol and 2,2'-oxybispropane and then from ethanol. The product is filtered off and dried, yielding 5-bromo-1-{1-[4,4-bis(4-fluorophenyl)butyl]-4-piperidinyl}-1,3-dihydro-2H-benzimidazol-2-one; mp. 182° C.

後処理

  1. temperaturerefluxed overnight
  2. temperatureThe reaction mixture is cooled
  3. customthe layers are separated
  4. customThe organic phase is dried
  5. filtrationfiltered
  6. customevaporated
  7. customThe residue is crystallized twice
  8. additionfirst from a mixture of 2-propanol and 2,2'-oxybispropane
  9. filtrationThe product is filtered off
  10. customdried

出典と根拠

ORDレコード
ord-77346db747d14d18be83336021fca3ea
出典データセット
uspto-grants-1976_11
特許番号
US03989707

反応ノート

読み込み中…