p-Ethynyltoluene → HCID 66958242, 화합물

HRID 1424686노트

반응식

HRID 1424686 반응식
[CH3:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]#[CH:9])=[CH:4][CH:3]=1.[C:10]1([N:16]=[N+:17]=[N-:18])[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=1.IN1CCOCC1.[CH3:26][O:27][C:28]1[CH:33]=[CH:32][C:31](B(O)O)=[CH:30][CH:29]=1>>[CH3:26][O:27][C:28]1[CH:33]=[CH:32][C:31]([C:9]2[N:16]([C:10]3[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=3)[N:17]=[N:18][C:8]=2[C:5]2[CH:6]=[CH:7][C:2]([CH3:1])=[CH:3][CH:4]=2)=[CH:30][CH:29]=1

참가 물질

5

반응물 4

HCID 13018p-EthynyltolueneHCID 69319AzidobenzeneHCID 201262(4-Methoxyphenyl)boronic acidHCID 50918016HCID 50918016, 화합물

생성물 1

HCID 66958242HCID 66958242, 화합물

실험 절차

Synthesized from 4-methyl-phenylacetylene, phenylazide, N-iodomorpholine and 4-methoxy-phenylboronic acid using one-pot/three-step general procedure, 1.22 g, 3.55 mmol, 71%; mp=172-174° C. (dec.); IR (υ[cm−1]) 3064, 2922, 1611, 1523, 1499, 1250, 1177, 995, 847, 820, 760, 687; 1H NMR (600 MHz, CDCl3) δ=7.49 (d, J=8.0, 2H), 7.38-7.33 (m, 3H), 7.32-7.27 (m, 2H), 7.10 (dd, J=13.0, 8.2, 4H), 6.85 (d, J=8.5, 2H), 3.80 (s, 3H), 2.32 (s, 3H); 13C NMR (151 MHz, CDCl3) δ=160.4, 144.9, 137.8, 136.9, 133.4, 131.7, 129.4, 129.3, 129.0, 128.3, 127.4, 125.4, 119.9, 114.7, 55.5, 21.5; HRMS (ESI-TOF) (m/z): [M+H]+ calcd for C22H20N3O, 342.1601; found 342.1600.

출처 및 근거

ORD 기록
ord-a1713cbbdd8741eabc7daf0c2db2e918
출처 데이터셋
uspto-grants-2015_01
특허 번호
US08927736B2

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