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Potassium Fluoride → 5-(4-Benzyloxyphenyl)-6-methyl-1-indanone

HRID 1352201
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인쇄 미리보기

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HRID 1352201 반응식
FC(F)(F)S(O[C:7]1[CH:8]=[C:9]2[C:13](=[CH:14][C:15]=1[CH3:16])[C:12](=[O:17])[CH2:11][CH2:10]2)(=O)=O.[CH2:20]([O:27][C:28]1[CH:33]=[CH:32][C:31](B(O)O)=[CH:30][CH:29]=1)[C:21]1[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=1.[F-].[K+]>O1CCCC1.C([O-])(=O)C.[Pd+2].C([O-])(=O)C.C1(P(C2CCCCC2)C2CCCCC2)CCCCC1>[CH2:20]([O:27][C:28]1[CH:33]=[CH:32][C:31]([C:7]2[CH:8]=[C:9]3[C:13](=[CH:14][C:15]=2[CH3:16])[C:12](=[O:17])[CH2:11][CH2:10]3)=[CH:30][CH:29]=1)[C:21]1[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

7

반응물 3

HCID 522689Potassium FluorideHCID 27343144-Benzyloxy-phenylboronic acidHCID 211000385-(Trifluoromethanesulfonyloxy)-6-methyl-1-indanone

생성물 1

HCID 211000315-(4-Benzyloxyphenyl)-6-methyl-1-indanone수율 119.4%

시약·촉매·용매 3

HCID 75806Tricyclohexylphosphine촉매
HCID 167845
palladium(II) acetate
촉매
HCID 8028Tetrahydrofuran용매

실험 절차

A solution of 5-(trifluoromethanesulfonyloxy)-6-methyl-1-indanone 0.15 g, 0.51 mmol, from Step A), 4-benzyloxyphenyl boronic acid (0.17 g, 0.77 mmol), palladium acetate (5.7 mg, 0.025 mmol), tricyclohexylphosphine (8.6 mg, 0.030 mmol) and potassium fluoride (0.098 g, 1.68 mmol) in tetrahydrofuran (2.5 mL) was stirred at rt. After 5 min, the reaction was loaded onto silica gel and the product eluted with 25% ethyl acetate/hexanes to give a yellow solid (0.20 g): ESI-MS 329.1 (M+H).

후처리

  1. washthe product eluted with 25% ethyl acetate/hexanes

출처 및 근거

ORD 기록
ord-c9683a6b9efb47d3b02a102f16de8109
출처 데이터셋
uspto-grants-2007_05
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07220734B2

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