Trifluoroacetic acid → (4-Amino-3-methylphenyl)acetonitrile

HRID 1861963ノート

反応式

HRID 1861963 の反応式
C(OC(=O)[NH:7][C:8]1[CH:13]=[CH:12][C:11]([CH2:14][C:15]#[N:16])=[CH:10][C:9]=1[CH3:17])(C)(C)C.FC(F)(F)C(O)=O.C(=O)(O)[O-].[Na+]>C(Cl)Cl>[C:15]([CH2:14][C:11]1[CH:12]=[CH:13][C:8]([NH2:7])=[C:9]([CH3:17])[CH:10]=1)#[N:16]

参加物

5

反応物 3

HCID 6422Trifluoroacetic acidHCID 516892Sodium BicarbonateHCID 53943733tert-butyl N-[4-(cyanomethyl)-2-methylphenyl]carbamate

生成物 1

HCID 18621900(4-Amino-3-methylphenyl)acetonitrile収率 70%

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

The compound (1.16 g) obtained in Example 520 was dissolved in methylene chloride (15 ml); to the solution, trifluoroacetic acid (4 ml) was added and the mixture was stirred at room temperature for 1 h. A saturated aqueous sodium bicarbonate solution was added to the reaction mixture, which was extracted with methylene chloride. The organic layer was dried with anhydrous sodium sulfate and the solvent was distilled off under reduced pressure. The resulting residue was purified by silica gel column chromatography (eluent, n-hexane:ethyl acetate=3:1) to give 480.5 mg of the titled compound (yield, 70%).

後処理

  1. extractionwas extracted with methylene chloride
  2. dry with materialThe organic layer was dried with anhydrous sodium sulfate
  3. distillationthe solvent was distilled off under reduced pressure
  4. customThe resulting residue was purified by silica gel column chromatography (eluent, n-hexane:ethyl acetate=3:1)

出典と根拠

ORDレコード
ord-e5029b433c0e4aa3b10065e27930ceab
出典データセット
uspto-grants-2003_03
特許番号
US06534546B1

反応ノート

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