1,4-Dioxane → (E)-3-(4-((2-(4-fluoro-2-methylphenyl)-6-methoxybenzo[b]thiophen-3-yl)oxy)phenyl)acrylic acid

HRID 632646ノート

反応式

HRID 632646 の反応式
[F:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[S:12][C:11]3[CH:13]=[C:14]([O:17][CH3:18])[CH:15]=[CH:16][C:10]=3[C:9]=2[O:19][C:20]2[CH:25]=[CH:24][C:23](/[CH:26]=[CH:27]/[C:28]([O:30]C(C)(C)C)=[O:29])=[CH:22][CH:21]=2)=[C:4]([CH3:35])[CH:3]=1.O1CCOCC1>Cl>[F:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[S:12][C:11]3[CH:13]=[C:14]([O:17][CH3:18])[CH:15]=[CH:16][C:10]=3[C:9]=2[O:19][C:20]2[CH:25]=[CH:24][C:23](/[CH:26]=[CH:27]/[C:28]([OH:30])=[O:29])=[CH:22][CH:21]=2)=[C:4]([CH3:35])[CH:3]=1

参加物

4

反応物 2

HCID 312751,4-DioxaneHCID 86730662(E)-tert-butyl 3-(4-((2-(4-fluoro-2-methylphenyl)-6-methoxybenzo[b]thiophen-3-yl)oxy)phenyl)acrylate

生成物 1

HCID 86730646(E)-3-(4-((2-(4-fluoro-2-methylphenyl)-6-methoxybenzo[b]thiophen-3-yl)oxy)phenyl)acrylic acid収率 99%

試薬・触媒・溶媒 1

HCID 313Hydrochloric Acid溶媒

実験手順

To a 30 mL screw cap vial, (E)-tert-butyl 3-(4-((2-(4-fluoro-2-methylphenyl)-6-methoxybenzo[b]thiophen-3-yl)oxy)phenyl)acrylate (100 mg, 0.204 mmol) was dissolved in 4M HCl in dioxane (153 μl, 0.612 mmol) and the reaction mixture was stirred for 10 min at room temperature. The reaction mixture was concentrated to dryness to afford (E)-3-(4-((2-(4-fluoro-2-methylphenyl)-6-methoxybenzo[b]thiophen-3-yl)oxy)phenyl)acrylic acid (88 mg, 0.202 mmol, 99% yield). 1H NMR (400 MHz, CD3OD) δ ppm=2.25 (s, 3 H) 3.78 (s, 3 H) 6.21 (d, J=15.66 Hz, 1 H) 6.68-6.84 (m, 3 H) 6.84-6.92 (m, 2 H) 7.16-7.29 (m, 2 H) 7.31-7.41 (m, 3 H) 7.46 (d, J=16.17 Hz, 1 H).

後処理

  1. customTo a 30 mL screw cap vial
  2. concentrationThe reaction mixture was concentrated to dryness

出典と根拠

ORDレコード
ord-cbed3d5f83fa45d887b5d08914036c01
出典データセット
uspto-grants-2016_04
特許番号
US09321746B2

反応ノート

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