Ammonia → 4,5-Diethoxy-3-fluorophthalonitrile

HRID 1295949노트

반응식

HRID 1295949 반응식
Br[C:2]1[CH:7]=[C:6]([O:8][CH2:9][CH3:10])[C:5]([O:11][CH2:12][CH3:13])=[C:4]([F:14])[C:3]=1Br.[Cu](C#N)[C:17]#[N:18].N.[CH3:22][N:23](C)C=O>>[CH2:12]([O:11][C:5]1[C:4]([F:14])=[C:3]([C:22]#[N:23])[C:2](=[CH:7][C:6]=1[O:8][CH2:9][CH3:10])[C:17]#[N:18])[CH3:13]

참가 물질

5

반응물 4

HCID 222AmmoniaHCID 6228DimethylformamideHCID 117098891,2-Dibromo-4,5-diethoxy-3-fluorobenzeneHCID 178418260HCID 178418260, 화합물

생성물 1

HCID 229298414,5-Diethoxy-3-fluorophthalonitrile

반응 조건

온도
150 °C

실험 절차

After dissolving the 1,2-dibromo-4,5-diethoxy-3-fluorobenzene (480 g) in dimethylformamide (1400 ml), copper cyanide (345 g) was added and the mixture was stirred at 150° C. for 3 hours. Saturated aqueous ammonia was added to the reaction mixture, and then the mixture was stirred overnight and extraction was performed with toluene. The organic layer was dried over anhydrous magnesium sulfate, the solvent was distilled off under reduced pressure and the residue was purified by silica gel column chromatography (solvent: n-hexane-ethyl acetate) to yield the title compound (513 g) as white crystals.

후처리

  1. additionwas added
  2. stirringthe mixture was stirred overnight
  3. extractionextraction
  4. dry with materialThe organic layer was dried over anhydrous magnesium sulfate
  5. distillationthe solvent was distilled off under reduced pressure
  6. customthe residue was purified by silica gel column chromatography (solvent: n-hexane-ethyl acetate)

출처 및 근거

ORD 기록
ord-f1aa9cb6fca04ca9b6398103df5a9706
출처 데이터셋
uspto-grants-2007_07
특허 번호
US07244730B2

반응 노트

불러오는 중…