2-Nitrothiophene-4-carboxaldehyde → HCID 9860933、化合物

HRID 1604735ノート

反応式

HRID 1604735 の反応式
[N+:1]([C:4]1[S:5][CH:6]=[C:7]([CH:9]=[O:10])[CH:8]=1)([O-:3])=[O:2].[P:11]([O-:18])([O:15][CH2:16][CH3:17])[O:12][CH2:13][CH3:14]>CO>[N+:1]([C:4]1[S:5][CH:6]=[C:7]([CH:9]([P:11](=[O:18])([O:15][CH2:16][CH3:17])[O:12][CH2:13][CH3:14])[OH:10])[CH:8]=1)([O-:3])=[O:2]

参加物

4

反応物 2

HCID 1447302-Nitrothiophene-4-carboxaldehydeHCID 3780918Diethylphosphite

生成物 1

HCID 9860933HCID 9860933、化合物収率 72.4%

試薬・触媒・溶媒 1

HCID 887Methanol溶媒

実験手順

A solution containing 2-nitro-4-thiophenecarboxaldehyde (2.61 g, 16.6 mmol), diethyl phosphite (2.14 mL, 16.6 mmol), and methanol (5 mis) was adsorbed onto excess basic alumina. After 16 hours the product was extracted with methylene chloride, concentrated and purified by column chromatography (silica gel). Elution with methylene chloride-methanol 19:1 gave the product (3.55 g) as an oil. 1H NMR (CDC13): d, 5.05 (dd,1H,PCH), 4.15 (m,4H,CH2), 1.33 (dt,6H,CH3). MS (DCl): 296 (MH+). C9H14NO6PS.

後処理

  1. extractionAfter 16 hours the product was extracted with methylene chloride
  2. concentrationconcentrated
  3. custompurified by column chromatography (silica gel)
  4. washElution with methylene chloride-methanol 19:1

出典と根拠

ORDレコード
ord-779957d2d513477bbaccf3c0fa5ea775
出典データセット
uspto-grants-1999_11
特許番号
US05994563

反応ノート

読み込み中…