Ethyl Acetate → 2-(2-Phenyl-1,3-thiazol-4-yl)acetonitrile

HRID 990729

反応式

HRID 990729 の反応式
Cl[CH2:2][C:3]1[N:4]=[C:5]([C:8]2[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=2)[S:6][CH:7]=1.[C-:14]#[N:15].[K+].C(OCC)(=O)C>C(#N)C.C1OCCOC2C(=CC=CC=2)OCCOCCOC2C(=CC=CC=2)OC1>[C:14]([CH2:2][C:3]1[N:4]=[C:5]([C:8]2[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=2)[S:6][CH:7]=1)#[N:15]

参加物

6

反応物 3

HCID 8857Ethyl AcetateHCID 9032Potassium CyanideHCID 2369694-(Chloromethyl)-2-phenyl-1,3-thiazole

生成物 1

HCID 2238442-(2-Phenyl-1,3-thiazol-4-yl)acetonitrile収率 73.8%

試薬・触媒・溶媒 2

HCID 26541Dibenzo-18-crown-6触媒HCID 6342Acetonitrile溶媒

実験手順

1.39 g of 4-chloromethyl-2-phenylthiazole was dissolved in 10 ml of acetonitrile, and 0.65 g of potassium cyanide and 0.05 g of dibenzo-18-crown-6-ether were added thereto at room temperature, and then heated under reflux for 10 hours. After the temperature was returned to room temperature, ethyl acetate was added the resulting mixture, and the insoluble solid was removed through filtration. The resulting ethyl acetate solution was washed with saturated saline and water, and dried over sodium sulfate, and the solvent was distilled off under reduced pressure. The residual product was purified through silica gel column chromatography to obtain 0.98 g of 4-cyanomethyl-2-phenylthiazole from the fraction eluted with chloroform.

後処理

  1. temperatureunder reflux for 10 hours
  2. customwas returned to room temperature
  3. customthe insoluble solid was removed through filtration
  4. washThe resulting ethyl acetate solution was washed with saturated saline and water
  5. dry with materialdried over sodium sulfate
  6. distillationthe solvent was distilled off under reduced pressure
  7. customThe residual product was purified through silica gel column chromatography

出典と根拠

ORDレコード
ord-8b537a46b0d449f7bf96bf1e53834525
出典データセット
uspto-grants-2002_10
特許番号
US06462049B1

関連ノート

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