Sodium Trifluoroacetate → 1-(4-Methylphenyl)-4-trifluoromethylpyrrole-2-carbonitrile

HRID 248388

反応式

HRID 248388 の反応式
Br[C:2]1[CH:3]=[C:4]([C:14]#[N:15])[N:5]([C:7]2[CH:12]=[CH:11][C:10]([CH3:13])=[CH:9][CH:8]=2)[CH:6]=1.[F:16][C:17]([F:22])([F:21])C([O-])=O.[Na+]>CN1CCCC1=O>[CH3:13][C:10]1[CH:11]=[CH:12][C:7]([N:5]2[CH:6]=[C:2]([C:17]([F:22])([F:21])[F:16])[CH:3]=[C:4]2[C:14]#[N:15])=[CH:8][CH:9]=1

参加物

4

反応物 2

HCID 517019Sodium TrifluoroacetateHCID 189562501-(4-Methylphenyl)-4-bromo-2-cyanopyrrole

生成物 1

HCID 197592701-(4-Methylphenyl)-4-trifluoromethylpyrrole-2-carbonitrile収率 27.9%

試薬・触媒・溶媒 1

HCID 13387N-methyl-2-pyrrolidone溶媒

反応条件

温度
200 °C

実験手順

A mixture of 4-bromo-1-(4-methylphenyl)pyrrole-2-carbonitrile (3.66 g), sodium trifluoroacetate (7.62 g), cuprous iodide (5.34 g) and N-methylpyrrolidone (40 ml) was stirred at 200° C. under a nitrogen atmosphere for 11 hours. The mixture was filtered. The filtrate was poured into water and extracted with ethyl acetate twice. The combined organic layer was dried over magnesium sulfate and evaporated in vacuo. The residue was purified by silica gel column chromatography to afford 1-(4-methylphenyl)-4-trifluoromethylpyrrole-2-carbonitrile (0.98 g).

後処理

  1. filtrationThe mixture was filtered
  2. additionThe filtrate was poured into water
  3. extractionextracted with ethyl acetate twice
  4. dry with materialThe combined organic layer was dried over magnesium sulfate
  5. customevaporated in vacuo
  6. customThe residue was purified by silica gel column chromatography

出典と根拠

ORDレコード
ord-5d9592eed04d4b8b9906eed4eb778fa5
出典データセット
uspto-grants-1993_05
特許番号
US05210092

関連ノート

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