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4-Iodoanisole → 1-(2-(4-methoxyphenyl)-1H-indol-1-yl)ethanone

HRID 1452740
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HRID 1452740 반응식
I[C:2]1[CH:7]=[CH:6][C:5]([O:8][CH3:9])=[CH:4][CH:3]=1.[C:10]([C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][C:13]=1[NH:18][C:19](=[O:21])[CH3:20])#[CH:11]>>[CH3:9][O:8][C:5]1[CH:6]=[CH:7][C:2]([C:11]2[N:18]([C:19](=[O:21])[CH3:20])[C:13]3[C:12]([CH:10]=2)=[CH:17][CH:16]=[CH:15][CH:14]=3)=[CH:3][CH:4]=1
참가 물질실험 절차출처 및 근거반응 노트

참가 물질

3

반응물 2

HCID 696764-IodoanisoleHCID 10261360N-(2-ethynylphenyl)acetamide

생성물 1

HCID 112078151-(2-(4-methoxyphenyl)-1H-indol-1-yl)ethanone수율 60%

실험 절차

The general procedure was used to convert 1-iodo-4-methoxybenzene and N-(2-ethynylphenyl)acetamide to the title product. Purification by flash chromatography gave the analytically pure product as a slightly yellow solid, 60% yield. 1H NMR (300 MHz, DMSO) δ 8.23-8.21 (d, J=8.1, 1H), 7.56-7.54 (d, J=7.5, 1H), 7.43-7.40 (d, J=8.8, 2H), 7.31-7.21 (m, 2H), 7.02-7.00 (d, J=8.8, 2H) 6.64 (s, 1H), 3.78 (s, 3H), 2.03 (s, 3H). 13C NMR (75 MHz, DMSO) δ 171.96, 160.37, 140.53, 137.75, 131.13, 129.71, 126.58, 125.29, 124.24, 121.18, 116.30, 114.97, 111.10, 56.06, 28.33. Anal. Calcd. for C17H15NO2: C, 76.96; H, 5.70; N, 5.28. Found C, 76.90; H, 5.74; N, 5.08. m.p.: 68-71° C.

출처 및 근거

ORD 기록
ord-b526c2a4b44a436fa6c1f22f792e62ea
출처 데이터셋
uspto-grants-2009_01
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07473786B1

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