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Triphenylphosphine → 3-{6-[3-(2,6-Dichloro-phenyl)-5-isopropyl-isoxazol-4-ylmethoxy]-pyridin-3-yloxy}-benzoic acid ethyl ester

HRID 215831
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인쇄 미리보기

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HRID 215831 반응식
[CH2:1]([O:3][C:4](=[O:19])[C:5]1[CH:10]=[CH:9][CH:8]=[C:7]([O:11][C:12]2[CH:13]=[N:14][C:15]([OH:18])=[CH:16][CH:17]=2)[CH:6]=1)[CH3:2].[Cl:20][C:21]1[CH:26]=[CH:25][CH:24]=[C:23]([Cl:27])[C:22]=1[C:28]1[C:32]([CH2:33]O)=[C:31]([CH:35]([CH3:37])[CH3:36])[O:30][N:29]=1.C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1>C1C=CC=CC=1>[CH2:1]([O:3][C:4](=[O:19])[C:5]1[CH:10]=[CH:9][CH:8]=[C:7]([O:11][C:12]2[CH:13]=[N:14][C:15]([O:18][CH2:33][C:32]3[C:28]([C:22]4[C:21]([Cl:20])=[CH:26][CH:25]=[CH:24][C:23]=4[Cl:27])=[N:29][O:30][C:31]=3[CH:35]([CH3:37])[CH3:36])=[CH:16][CH:17]=2)[CH:6]=1)[CH3:2]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

5

반응물 3

HCID 11776TriphenylphosphineHCID 10850745(3-(2,6-Dichlorophenyl)-5-isopropylisoxazol-4-yl)methanolHCID 178468932HCID 178468932, 화합물

생성물 1

HCID 672972823-{6-[3-(2,6-Dichloro-phenyl)-5-isopropyl-isoxazol-4-ylmethoxy]-pyridin-3-yloxy}-benzoic acid ethyl ester수율 41.1%

시약·촉매·용매 1

HCID 241Benzene
용매

실험 절차

To a suspension of 3-(6-hydroxy-pyridin-3-yloxy)-benzoic acid ethyl ester (0.20 g, 0.77 mmol), [3-(2,6-dichloro-phenyl)-5-isopropyl-isoxazol-4-yl]-methanol (0.22 g, 0.77 mmol), triphenylphosphine (0.242 g, 0.92 mmol) in benzene (10 ml) was added dropwise diisopropyldiazenedicarboxylate (0.202 g, 1.00 mmol). The reaction mixture was stirred at room temperature for 4 h and concentrated under reduced pressure. The resulting residue was further purified by column chromatography using silica (eluent hexanes-ethyl acetate 5:1) to give 0.167 g (41%) of 3-{6-[3-(2,6-dichloro-phenyl)-5-isopropyl-isoxazol-4-ylmethoxy]-pyridin-3-yloxy}-benzoic acid ethyl ester as colorless oil.

후처리

  1. concentrationconcentrated under reduced pressure
  2. customThe resulting residue was further purified by column chromatography

출처 및 근거

ORD 기록
ord-c89b82e12daa43e5a7663ad614ef8b9e
출처 데이터셋
uspto-grants-2012_06
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08193192B2

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