ホームMCPワークベンチSkills
ホームワークベンチ通知マイページ
llms.txt · MCPガイドプライバシーポリシー · 利用規約 · サポートv1.8.0
  1. ホーム
  2. /反応

Sulfuric acid magnesium salt (1:1) → methyl 4-[3-[(E)-(1-benzylindol-2-yl)methylideneamino]oxypropoxy]-2-hydroxybenzoate

HRID 1392278
ノート
印刷プレビュー

反応式

HRID 1392278 の反応式
[CH3:1][O:2][C:3](=[O:17])[C:4]1[CH:9]=[CH:8][C:7]([O:10][CH2:11][CH2:12][CH2:13][O:14][NH2:15])=[CH:6][C:5]=1[OH:16].[CH2:18]([N:25]1[C:33]2[C:28](=[CH:29][CH:30]=[CH:31][CH:32]=2)[CH:27]=[C:26]1[CH:34]=O)[C:19]1[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=1.S([O-])([O-])(=O)=O.[Mg+2]>C(Cl)Cl>[CH3:1][O:2][C:3](=[O:17])[C:4]1[CH:9]=[CH:8][C:7]([O:10][CH2:11][CH2:12][CH2:13][O:14]/[N:15]=[CH:34]/[C:26]2[N:25]([CH2:18][C:19]3[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=3)[C:33]3[C:28]([CH:27]=2)=[CH:29][CH:30]=[CH:31][CH:32]=3)=[CH:6][C:5]=1[OH:16]
参加物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 24083Sulfuric acid magnesium salt (1:1)HCID 129167171-benzyl-1H-indole-2-carbaldehydeHCID 691961504-(3-Aminooxy-propoxy)-2-hydroxy-benzoic acid methyl ester

生成物 1

HCID 87729992methyl 4-[3-[(E)-(1-benzylindol-2-yl)methylideneamino]oxypropoxy]-2-hydroxybenzoate収率 36%

試薬・触媒・溶媒 1

HCID 6344Dichloromethane
溶媒

実験手順

To a solution of 4-(3-aminooxy-propoxy)-2-hydroxy-benzoic acid methyl ester (0.17 g, 0.69 mmol) and 1-benzyl-1H-indole-2-carbaldehyde (0.16 g, 0.69 mmol) in methylene chloride (10 mL) was added anhydrous magnesium sulfate (0.04 g). The mixture was allowed to stir at ambient temperature overnight, then heated to reflux for 1 hour and allowed to cool back to ambient temperature. The mixture was filtered and the filtrate was concentrated under reduced pressure. The crude material was purified by flash chromatography through silica gel using ethyl acetate/hexanes (0/100 gradient to 20/80) to give 4-[3-({[(1E)-(1-benzyl-1H-indol-2-yl)methylidene]amino}oxy)propoxy]-2-hydroxybenzoic acid methyl ester (0.11 g, 36%) as a white solid. 1H NMR (400 MHz, CDCl3); δ 10.94 (s, 1H), 8.16 (s, 1H), 7.70 (d, 1H), 7.63 (d, 1H), 7.28-7.17 (m, 5H), 7.11 (t, 1H), 7.00 (d, 2H), 6.78 (s, 1H), 6.41 (s, 1H), 6.39 (d, 1H), 5.72 (s, 2H), 4.21 (t, 2H), 3.98 (t, 2H), 3.89 (s, 3H), 2.03 (m, 2H).

後処理

  1. temperatureheated
  2. temperatureto reflux for 1 hour
  3. temperatureto cool back to ambient temperature
  4. filtrationThe mixture was filtered
  5. concentrationthe filtrate was concentrated under reduced pressure
  6. customThe crude material was purified by flash chromatography through silica gel

出典と根拠

ORDレコード
ord-296ab8fc83b140629fe490ea2b372367
出典データセット
uspto-grants-2008_03
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US07342039B2

反応ノート

読み込み中…

このページの内容参加物実験手順後処理出典と根拠反応ノート