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Tetrabutylammonium Fluoride → Methyl 2-(4-hydroxymethylphenoxy)-3-phenylpropanoate

HRID 2255611
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반응식

HRID 2255611 반응식
[Si]([O:8][CH2:9][C:10]1[CH:28]=[CH:27][C:13]([O:14][CH:15]([CH2:20][C:21]2[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=2)[C:16]([O:18][CH3:19])=[O:17])=[CH:12][CH:11]=1)(C(C)(C)C)(C)C.[F-].C([N+](CCCC)(CCCC)CCCC)CCC>C1COCC1>[OH:8][CH2:9][C:10]1[CH:11]=[CH:12][C:13]([O:14][CH:15]([CH2:20][C:21]2[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=2)[C:16]([O:18][CH3:19])=[O:17])=[CH:27][CH:28]=1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

4

반응물 2

HCID 2724141Tetrabutylammonium FluorideHCID 19385610Methyl 2-(4-tert-butyldimethylsilyloxymethylphenoxy)-3-phenylpropanoate

생성물 1

HCID 19385635Methyl 2-(4-hydroxymethylphenoxy)-3-phenylpropanoate수율 62%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매2회

실험 절차

To a solution of 0.520 g (1.30 mmol) of the product of Step C dissolved in 3 mL of anhydrous THF was added 1.3 mL (1.3 mmol) of a 1N solution of tetra-n-butylammonium fluoride in THF and the mixture was stirred at room temperature 1.5 hours. The mixture was then concentrated in vacuo and the residue was purified on a silica gel flash chromatography column eluted with 70% ethyl acetate/hexane to afford 0.230 g (62%) of the title compound.

후처리

  1. concentrationThe mixture was then concentrated in vacuo
  2. customthe residue was purified on a silica gel flash chromatography column
  3. washeluted with 70% ethyl acetate/hexane

출처 및 근거

ORD 기록
ord-3e494bf4853c42af94245e6eee43f030
출처 데이터셋
uspto-grants-1993_08
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US05240938

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