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

HRID 274940노트

반응식

HRID 274940 반응식
[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]

참가 물질

4

반응물 2

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

생성물 1

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

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매2회

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-e844916eae1f425dab3715b2ed36dddc
출처 데이터셋
uspto-grants-1995_02
특허 번호
US05391566

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