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

Hydrochloric Acid → 4-[2-(2,5-Dioxoimidazolidin-1-yl)ethoxy]-3-methoxy-2-nitrobenzaldehyde

HRID 1821430
ノート
印刷プレビュー

反応式

HRID 1821430 の反応式
CO[CH:3]([O:19]C)[C:4]1[CH:13]=[CH:12][C:7]([O:8][CH2:9][CH2:10][NH2:11])=[C:6]([O:14][CH3:15])[C:5]=1[N+:16]([O-:18])=[O:17].C(N(CC)CC)C.[N+:28]([CH2:30][C:31]([O:33]CC)=O)#[C-:29].Cl.[OH-:37].[Na+]>C1COCC1.CC(C)=O.O>[O:37]=[C:29]1[NH:28][CH2:30][C:31](=[O:33])[N:11]1[CH2:10][CH2:9][O:8][C:7]1[CH:12]=[CH:13][C:4]([CH:3]=[O:19])=[C:5]([N+:16]([O-:18])=[O:17])[C:6]=1[O:14][CH3:15]
参加物実験手順後処理出典と根拠反応ノート

参加物

9

反応物 5

HCID 313Hydrochloric AcidHCID 8471TriethylamineHCID 14798Sodium HydroxideHCID 533707Ethyl isocyanoacetateHCID 689994632-(4-Dimethoxymethyl-2-methoxy-3-nitrophenoxy)ethylamine

生成物 1

HCID 866282204-[2-(2,5-Dioxoimidazolidin-1-yl)ethoxy]-3-methoxy-2-nitrobenzaldehyde収率 42%

試薬・触媒・溶媒 3

HCID 180Acetone溶媒HCID 962Water溶媒HCID 8028Tetrahydrofuran溶媒

実験手順

A solution of 2-(4-dimethoxymethyl-2-methoxy-3-nitrophenoxy)ethylamine (0.16 g, 0.56 mmol) obtained in Step 3 of Example 338 in THF (5.0 mL) was added with triethylamine (0.23 mL, 1.7 mmol) and ethyl isocyanoacetate (0.09 mL, 0.84 mmol), followed by stirring at room temperature for 1 hour. The reaction mixture was added with water and extracted with ethyl acetate. The organic layer was washed with saturated brine, dried over anhydrous magnesium sulfate and the solvent was evaporated under reduced pressure to obtain crude product. The product was added with a mixed solvent of acetone (2.0 mL) and 6 mol/L hydrochloric acid (1.0 ml) and heated under reflux for 2.5 hours. The reaction mixture was neutralized by 2 mol/L aqueous sodium hydroxide solution and then extracted with ethyl acetate. The organic layer was washed with saturated brine, dried over anhydrous magnesium sulfate and the solvent was evaporated under reduced pressure to obtain 4-[2-(2,5-dioxoimidazolidin-1-yl)ethoxy]-3-methoxy-2-nitrobenzaldehyde (0.08 g, 42%).

後処理

  1. extractionextracted with ethyl acetate
  2. washThe organic layer was washed with saturated brine
  3. dry with materialdried over anhydrous magnesium sulfate
  4. customthe solvent was evaporated under reduced pressure
  5. customto obtain crude product
  6. temperatureheated
  7. temperatureunder reflux for 2.5 hours
  8. extractionextracted with ethyl acetate
  9. washThe organic layer was washed with saturated brine
  10. dry with materialdried over anhydrous magnesium sulfate
  11. customthe solvent was evaporated under reduced pressure

出典と根拠

ORDレコード
ord-70ccbd5cb41d406d90ff55eb38e0f3b3
出典データセット
uspto-grants-2009_10
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US07605272B2

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