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

HRID 1861963노트

반응식

HRID 1861963 반응식
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]

참가 물질

5

반응물 3

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

생성물 1

HCID 18621900(4-Amino-3-methylphenyl)acetonitrile수율 70%

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

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%).

후처리

  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)

출처 및 근거

ORD 기록
ord-e5029b433c0e4aa3b10065e27930ceab
출처 데이터셋
uspto-grants-2003_03
특허 번호
US06534546B1

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