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5-(Oct-1-ynyl)-2-tritylisoindoline → 2,2,2-Trifluoro-1-(6-octyl-3,4-dihydroisoquinolin-2(1H)-yl)ethanone

HRID 710310
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HRID 710310 반응식
[F:1][C:2]([F:24])([F:23])[C:3]([N:5]1[CH2:14][CH2:13][C:12]2[C:7](=[CH:8][CH:9]=[C:10]([C:15]#[C:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH3:22])[CH:11]=2)[CH2:6]1)=[O:4].C(C1C=C2C(=CC=1)CN(C(C1C=CC=CC=1)(C1C=CC=CC=1)C1C=CC=CC=1)C2)#CCCCCCC>>[F:24][C:2]([F:1])([F:23])[C:3]([N:5]1[CH2:14][CH2:13][C:12]2[C:7](=[CH:8][CH:9]=[C:10]([CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH3:22])[CH:11]=2)[CH2:6]1)=[O:4]
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참가 물질

3

반응물 2

HCID 667262275-(Oct-1-ynyl)-2-tritylisoindolineHCID 866617672,2,2-Trifluoro-1-(6-(oct-1-ynyl)-3,4-dihydroisoquinolin-2(1H)-yl)ethanone

생성물 1

HCID 866617662,2,2-Trifluoro-1-(6-octyl-3,4-dihydroisoquinolin-2(1H)-yl)ethanone수율 75%

실험 절차

When the product of Step C is substituted for 5-(oct-1-ynyl)-2-tritylisoindoline in Example 2, Step E, the identical process afforded the title compound in 75% yield after purification of the crude product by FCC (SiO2; EtOAc/hexane, 3:7)., as a colourless foam. 1H-NMR (CDCl3) 0.86 (tr, 3H, J=6.9 Hz); 1.28 (m, 10H); 1.56 (m, 2H); 2.55 (tr, 2H, J=6.9 Hz); 2.87-2.93 (m, 2H); 3.79-3.88 (m, 2H); 4.6-4.8 (m, 2H); 6.8-7.16 (m, 3H).

출처 및 근거

ORD 기록
ord-592b4a3c35304fe6b5a3cd4a5c63ffee
출처 데이터셋
uspto-grants-2015_11
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US09181182B2

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