Ethyl Acetate → [5-Acetyl-3-(tert-butyl)-2-methoxyanilino]methyl cyanide

HRID 1295970노트

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HRID 1295970 반응식
Br[CH2:2][C:3]#[N:4].C(=O)([O-])[O-].[K+].[K+].[NH2:11][C:12]1[CH:13]=[C:14]([C:24](=[O:26])[CH3:25])[CH:15]=[C:16]([C:20]([CH3:23])([CH3:22])[CH3:21])[C:17]=1[O:18][CH3:19].C(OCC)(=O)C>CN(C)C=O>[C:24]([C:14]1[CH:15]=[C:16]([C:20]([CH3:21])([CH3:22])[CH3:23])[C:17]([O:18][CH3:19])=[C:12]([CH:13]=1)[NH:11][CH2:2][C:3]#[N:4])(=[O:26])[CH3:25]

참가 물질

6

반응물 4

HCID 8857Ethyl AcetateHCID 11430Potassium CarbonateHCID 11534BromoacetonitrileHCID 22929815HCID 22929815, 화합물

생성물 1

HCID 22930120[5-Acetyl-3-(tert-butyl)-2-methoxyanilino]methyl cyanide

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

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온도
70 °C

실험 절차

Bromoacetonitrile (6 ml) and potassium carbonate (1.4 g) were added to a solution of 1-[3-amino-5-(tert-butyl)-4-methoxyphenyl]-1-ethanone (2.0 g, 9.0 mmol) in dimethylformamide (50 ml) and the mixture was stirred at 70° C. for 3 hours. The reaction mixture was cooled to room temperature, ethyl acetate was added, washed was performed with water and brine in that order, the organic layer was dried over anhydrous magnesium sulfate and the solvent was distilled off under reduced pressure. The residue was purified by silica gel column chromatography (solvent: n-hexane-ethyl acetate) to yield the title compound (3.2 g) as a yellow oil.

후처리

  1. temperatureThe reaction mixture was cooled to room temperature
  2. washwashed
  3. dry with materialthe organic layer was dried over anhydrous magnesium sulfate
  4. distillationthe solvent was distilled off under reduced pressure
  5. customThe residue was purified by silica gel column chromatography (solvent: n-hexane-ethyl acetate)

출처 및 근거

ORD 기록
ord-c8d4d4db58d648f1beba4163cba6303f
출처 데이터셋
uspto-grants-2007_07
특허 번호
US07244730B2

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