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Potassium Cyanide → HCID 67325210、化合物

HRID 1397374
ノート
印刷プレビュー

反応式

HRID 1397374 の反応式
[C-:1]#[N:2].[K+].Br[CH2:5][C:6]1[S:10][C:9]([C:11]2[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=2)=[N:8][CH:7]=1>CN(C=O)C>[C:11]1([C:9]2[S:10][C:6]([CH2:5][C:1]#[N:2])=[CH:7][N:8]=2)[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1
参加物実験手順後処理出典と根拠反応ノート

参加物

4

反応物 2

HCID 9032Potassium CyanideHCID 67324761HCID 67324761、化合物

生成物 1

HCID 67325210HCID 67325210、化合物収率 73.2%

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

実験手順

KCN (154 mg, 2.36 mmol) was added to a solution of 5-(bromomethyl)-2-phenylthiazole (400 mg, 1.57 mmol) in dry DMF (10 mL). The resulting reaction mixture was stirred at room temperature for 10 h. The mixture was then quenched with water and the organic product was extracted with EtOAc. The combined extracts were washed with H2O and brine, dried over anhydrous sodium sulfate, and concentrated under reduced pressure. The crude product was purified by column chromatography (silica gel 60-120 mesh, eluent 20% EtOAc in petroleum ether) to afford 2-(2-phenylthiazol-5-yl)acetonitrile (230 mg, yield 73%) as a white solid. 1H NMR (300 MHz, CDCl3) δ 7.94-7.90 (m, 2H), 7.76 (s, 1H), 7.47-7.45 (m, 3H), 3.98 (d, J=1.1 Hz, 2H). MS (ESI) m/z: Calculated for C11H8N2S: 200.05. found: 201.2 (M+H)+.

後処理

  1. customThe resulting reaction mixture
  2. customThe mixture was then quenched with water
  3. extractionthe organic product was extracted with EtOAc
  4. washThe combined extracts were washed with H2O and brine
  5. dry with materialdried over anhydrous sodium sulfate
  6. concentrationconcentrated under reduced pressure
  7. customThe crude product was purified by column chromatography (silica gel 60-120 mesh, eluent 20% EtOAc in petroleum ether)

出典と根拠

ORDレコード
ord-d869cb0e1cf44c98a7d1ec802ea068bd
出典データセット
uspto-grants-2014_12
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US08901156B2

反応ノート

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