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Toluene → HCID 9886503、化合物

HRID 263974
ノート
印刷プレビュー

反応式

HRID 263974 の反応式
[Cl:1][C:2]1[CH:9]=[C:8]([Cl:10])[C:7]([Cl:11])=[CH:6][C:3]=1[CH:4]=O.[C:12]([CH2:15][C:16](=[O:18])[CH3:17])(=O)[CH3:13].Cl.[CH3:20][NH2:21].[C:22]1([CH3:28])C=CC=C[CH:23]=1.CCO[C:32]([CH3:34])=[O:33]>N1C=CC=CC=1>[C:16]([C:15]1[CH:4]([C:3]2[CH:6]=[C:7]([Cl:11])[C:8]([Cl:10])=[CH:9][C:2]=2[Cl:1])[C:23]([C:32](=[O:33])[CH3:34])=[C:22]([CH3:28])[N:21]([CH3:20])[C:12]=1[CH3:13])(=[O:18])[CH3:17]
参加物実験手順後処理出典と根拠反応ノート

参加物

7

反応物 5

HCID 1140TolueneHCID 8857Ethyl AcetateHCID 31261AcetylacetoneHCID 6101942,4,5-TrichlorobenzaldehydeHCID 6364545Methylamine hydrochloride

生成物 1

HCID 9886503HCID 9886503、化合物収率 45%

試薬・触媒・溶媒 1

HCID 1049
Pyridine
溶媒
2 回

実験手順

5.0 g (23.9 mmol) of 2,4,5-trichlorobenzaldehyde, 4.8 g (47.8 mmol) of acetylacetone and 1.78 g (26.3 mmol) of methylamine hydrochloride are boiled under reflux for 5 h in 4 ml of pyridine. The pyridine is then stripped off and the residue is codistilled twice with toluene. It is taken up in AcOEt and the solution is extracted with 1N aqueous HCl. Drying and concentration of the aqueous phase yields a brown oil, which is purified by flash chromatography (petroleum ether/AcOEt=5:1). The product is finally recrystallized from ether. 4.2 g of the title compound (45% of theory) are obtained. MS:385 Rf =0.65 (petroleum ether: AcOEt:=1:1)

後処理

  1. extractionthe solution is extracted with 1N aqueous HCl
  2. customDrying
  3. customconcentration of the aqueous phase yields a brown oil, which
  4. customis purified by flash chromatography (petroleum ether/AcOEt=5:1)
  5. customThe product is finally recrystallized from ether

出典と根拠

ORDレコード
ord-0cfd4616a44744afb99f2c2b5fb03d06
出典データセット
uspto-grants-1997_07
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US05646166

反応ノート

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