2-(1-Hexyn-1-yl)-N-methyl-N-(methyloxy)benzamide → 1-[2-(1-Hexyn-1-yl)phenyl]-2-[4-(methyloxy)phenyl]ethanone

HRID 1992930ノート

反応式

HRID 1992930 の反応式
[C:1]([C:7]1[CH:18]=[CH:17][CH:16]=[CH:15][C:8]=1[C:9](N(C)OC)=[O:10])#[C:2][CH2:3][CH2:4][CH2:5][CH3:6].[CH3:19][O:20][C:21]1[CH:29]=[CH:28][C:24]([CH2:25][Mg]Cl)=[CH:23][CH:22]=1>C1COCC1>[C:1]([C:7]1[CH:18]=[CH:17][CH:16]=[CH:15][C:8]=1[C:9](=[O:10])[CH2:25][C:24]1[CH:28]=[CH:29][C:21]([O:20][CH3:19])=[CH:22][CH:23]=1)#[C:2][CH2:3][CH2:4][CH2:5][CH3:6]

参加物

4

反応物 2

HCID 107767732-(1-Hexyn-1-yl)-N-methyl-N-(methyloxy)benzamideHCID 178490607HCID 178490607、化合物

生成物 1

HCID 685361481-[2-(1-Hexyn-1-yl)phenyl]-2-[4-(methyloxy)phenyl]ethanone収率 69%

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

実験手順

2-(1-Hexyn-1-yl)-N-methyl-N-(methyloxy)benzamide (158) (0.50 g, 2.04 mmol) was treated with 4-methoxy benzylmagnesium chloride in THF at 40° C. to give 0.43 g (69%) of the title compound (159) as a yellow oil. 1H NMR (400 MHz, CDCl3): δ 0.93 (t, J=7.2 Hz, 3H), 1.40-1.53 (m, 2H), 1.56-1.65 (m, 2H), 2.45 (t, J=7.0 Hz, 2H), 3.78 (s, 3H), 4.36 (s, 2H), 6.83 (d, J=8.5 Hz, 2H), 7.14 (d, J=8.5 Hz, 2H), 7.26-7.30 (m, 1H), 7.33-7.39 (m, 1H), 7.44-7.50 (m, 2H). LCMS (ESI): m/z 307 (M+H)+.

出典と根拠

ORDレコード
ord-04b6283a7b284bea85e72685608ddf99
出典データセット
uspto-grants-2010_01
特許番号
US07649093B2

反応ノート

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