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Water → 5-(2-(4-Fluorophenyl)-3-(methylcarbamoyl)-6-nitrobenzofuran-5-yl)-2-methoxybenzoic acid

HRID 1892565
ノート
印刷プレビュー

反応式

HRID 1892565 の反応式
[F:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[O:9][C:10]3[CH:20]=[C:19]([N+:21]([O-:23])=[O:22])[C:18]([C:24]4[CH:25]=[CH:26][C:27]([O:34][CH3:35])=[C:28]([CH:33]=4)[C:29]([O:31]C)=[O:30])=[CH:17][C:11]=3[C:12]=2[C:13](=[O:16])[NH:14][CH3:15])=[CH:4][CH:3]=1.O.[OH-].[Na+]>C1COCC1>[F:1][C:2]1[CH:3]=[CH:4][C:5]([C:8]2[O:9][C:10]3[CH:20]=[C:19]([N+:21]([O-:23])=[O:22])[C:18]([C:24]4[CH:25]=[CH:26][C:27]([O:34][CH3:35])=[C:28]([CH:33]=4)[C:29]([OH:31])=[O:30])=[CH:17][C:11]=3[C:12]=2[C:13](=[O:16])[NH:14][CH3:15])=[CH:6][CH:7]=1
参加物反応条件実験手順後処理出典と根拠反応ノート

参加物

5

反応物 3

HCID 962WaterHCID 14798Sodium HydroxideHCID 67957912Methyl 5-(2-(4-fluorophenyl)-3-(methylcarbamoyl)-6-nitrobenzofuran-5-yl)-2-methoxybenzoate

生成物 1

HCID 679582765-(2-(4-Fluorophenyl)-3-(methylcarbamoyl)-6-nitrobenzofuran-5-yl)-2-methoxybenzoic acid

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

反応条件

温度
50 °C

実験手順

To a solution of methyl 5-(2-(4-fluorophenyl)-3-(methylcarbamoyl)-6-nitrobenzofuran-5-yl)-2-methoxybenzoate (200 mg, 0.418 mmol) in THF (12 mL)/water (4.0 mL) at room temperature was added sodium hydroxide (1.045 mL, 2.090 mmol). The reaction mixture was heated to 50° C. and maintained at the same temperature for overnight. The reaction mixture was concentrated under vacuum to remove the solvent. The residue was diluted with water, acidified with 1.5 N HCl. The solid obtained was filtered and dried under suction. Yield: 175 mg (86%). 1H NMR (400 MHz, DMSO-d6) δ ppm 12.81 (br. s, 1H). 8.58 (q, J=4.52 Hz, 1H), 8.49 (s, 1H), 8.08-8.02 (m, 2H), 7.70 (s, 1H), 7.66 (d, J=2.51 Hz, 1H), 7.53 (dd, J=8.66, 2.38 Hz, 1H), 7.49-7.42 (m, 2H), 7.25 (s, 1H), 3.89 (s, 3H), 2.85 (d, J=4.77 Hz, 3H).

後処理

  1. temperaturemaintained at the same temperature for overnight
  2. concentrationThe reaction mixture was concentrated under vacuum
  3. customto remove the solvent
  4. additionThe residue was diluted with water
  5. customThe solid obtained
  6. filtrationwas filtered
  7. customdried under suction

出典と根拠

ORDレコード
ord-4f20831dc14f4a0aa1a16e800ef9ff7e
出典データセット
uspto-grants-2013_08
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US08507683B2

反応ノート

読み込み中…

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