Potassium Carbonate → Ethyl 4-[1-(4-chlorobenzyl)-5-fluorobenzimidazol-2-yl]mercaptobutanoate

HRID 1493322ノート

反応式

HRID 1493322 の反応式
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([CH2:8][N:9]2[C:13]3[CH:14]=[CH:15][C:16]([F:18])=[CH:17][C:12]=3[N:11]=[C:10]2[SH:19])=[CH:4][CH:3]=1.Br[CH2:21][CH2:22][CH2:23][C:24]([O:26][CH2:27][CH3:28])=[O:25].C(=O)([O-])[O-].[K+].[K+]>CC(C)=O>[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([CH2:8][N:9]2[C:13]3[CH:14]=[CH:15][C:16]([F:18])=[CH:17][C:12]=3[N:11]=[C:10]2[S:19][CH2:21][CH2:22][CH2:23][C:24]([O:26][CH2:27][CH3:28])=[O:25])=[CH:6][CH:7]=1

参加物

5

反応物 3

HCID 11430Potassium CarbonateHCID 76300Ethyl 4-bromobutyrateHCID 178505424HCID 178505424、化合物

生成物 1

HCID 14953012Ethyl 4-[1-(4-chlorobenzyl)-5-fluorobenzimidazol-2-yl]mercaptobutanoate

試薬・触媒・溶媒 1

HCID 180Acetone溶媒

実験手順

9 g of 1-(4-chlorophenylmethyl)-2-mercapto-5-fluorobenzimidazole, prepared in Example 15, and 4.4 ml of ethyl 4-bromobutyrate are refluxed for 5 hours in 100 ml of acetone in the presence of 6.3 g of potassium carbonate. The solvent is evaporated off under vacuum, the residue is taken up in water and then extracted with ethyl acetate and the extract is washed with a dilute solution of sodium hydroxide. The organic phase is dried over magnesium sulfate and evaporated under vacuum to give 11.9 g of ethyl 4-[1-(4-chlorobenzyl)-5-fluorobenzimidazol-2-yl]mercaptobutanoate in the form of an oil, which is used as such for the next step.

後処理

  1. customThe solvent is evaporated off under vacuum
  2. extractionextracted with ethyl acetate
  3. washthe extract is washed with a dilute solution of sodium hydroxide
  4. dry with materialThe organic phase is dried over magnesium sulfate
  5. customevaporated under vacuum

出典と根拠

ORDレコード
ord-bdd1d317f4254a85af675631a77bb3f8
出典データセット
uspto-grants-1991_06
特許番号
US05021443

反応ノート

読み込み中…