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

HRID 248388

반응식

HRID 248388 반응식
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

참가 물질

4

반응물 2

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

생성물 1

HCID 197592701-(4-Methylphenyl)-4-trifluoromethylpyrrole-2-carbonitrile수율 27.9%

시약·촉매·용매 1

HCID 13387N-methyl-2-pyrrolidone용매

반응 조건

온도
200 °C

실험 절차

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).

후처리

  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

출처 및 근거

ORD 기록
ord-5d9592eed04d4b8b9906eed4eb778fa5
출처 데이터셋
uspto-grants-1993_05
특허 번호
US05210092

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