Tetrabutylammonium Fluoride → 1-(4-Hydroxy-3-propylphenylmethyl)-3-carboethoxy-2-benzimidazolinone

HRID 274940ノート

反応式

HRID 274940 の反応式
[Si]([O:8][C:9]1[CH:14]=[CH:13][C:12]([CH2:15][N:16]2[C:20]3[CH:21]=[CH:22][CH:23]=[CH:24][C:19]=3[N:18]([C:25]([O:27][CH2:28][CH3:29])=[O:26])[C:17]2=[O:30])=[CH:11][C:10]=1[CH2:31][CH2:32][CH3:33])(C(C)(C)C)(C)C.[F-].C([N+](CCCC)(CCCC)CCCC)CCC>C1COCC1>[OH:8][C:9]1[CH:14]=[CH:13][C:12]([CH2:15][N:16]2[C:20]3[CH:21]=[CH:22][CH:23]=[CH:24][C:19]=3[N:18]([C:25]([O:27][CH2:28][CH3:29])=[O:26])[C:17]2=[O:30])=[CH:11][C:10]=1[CH2:31][CH2:32][CH3:33]

参加物

4

反応物 2

HCID 2724141Tetrabutylammonium FluorideHCID 200891961-(4-Tert-butyldimethylsilyloxy-3-propylphenylmethyl)-3-carboethoxy-2-benzimidazolinone

生成物 1

HCID 200891871-(4-Hydroxy-3-propylphenylmethyl)-3-carboethoxy-2-benzimidazolinone収率 43.3%

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒2 回

実験手順

To a solution of 0.334 g (0.71 mmol) of the product of step B in 1 mL of anhydrous THF was added 728 gL (0.73 mmol) of a 1.0 M solution of tetrabutylammonium fluoride in THF and the resulting mixture was stirred at room temperature for 10 minutes. The THF was then removed in vacuo and the residue was purified on a silica gel flash chromatography column eluted with 40% EtOAc-hexane. Combination of the product containing fractions and evaporation in vacuo afforded 0.109 g (43%) of the title compound.

後処理

  1. customThe THF was then removed in vacuo
  2. customthe residue was purified on a silica gel flash chromatography column
  3. washeluted with 40% EtOAc-hexane
  4. additionCombination of the product containing
  5. customfractions and evaporation in vacuo

出典と根拠

ORDレコード
ord-e844916eae1f425dab3715b2ed36dddc
出典データセット
uspto-grants-1995_02
特許番号
US05391566

反応ノート

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