Ammonia → 1-(3-Fluorophenyl)-3,4-dihydroisoquinoline

HRID 2383032

반응식

HRID 2383032 반응식
P(=O)(O)(O)O.O=P12OP3(OP(OP(O3)(O1)=O)(=O)O2)=O.[F:20][C:21]1[CH:22]=[C:23]([CH:35]=[CH:36][CH:37]=1)[C:24]([NH:26][CH2:27][CH2:28][C:29]1[CH:34]=[CH:33][CH:32]=[CH:31][CH:30]=1)=O.N>O>[F:20][C:21]1[CH:22]=[C:23]([C:24]2[C:34]3[C:29](=[CH:30][CH:31]=[CH:32][CH:33]=3)[CH2:28][CH2:27][N:26]=2)[CH:35]=[CH:36][CH:37]=1

참가 물질

6

반응물 4

HCID 222AmmoniaHCID 1004Phosphoric AcidHCID 14812Phosphorus oxide (P4O10)HCID 7627373-fluoro-N-(2-phenylethyl)benzamide

생성물 1

HCID 149989031-(3-Fluorophenyl)-3,4-dihydroisoquinoline수율 105.2%

시약·촉매·용매 1

HCID 962Water용매

반응 조건

온도
150 °C

실험 절차

Phosphoric acid (11.9 mL) was added to diphosphorus pentoxide (20.0 g) over 5 minutes. The mixture was stirred at 150° C. for 0.5 hours. 3-fluoro-N-(2-phenylethyl)benzamide (5.00 g) was added to the mixture, followed by stirring at 160° C. for 2.5 hours. After cooling, water was added to the reaction solution to which 28% aqueous ammonia was then added to be alkaline. The reaction solution was extracted with EtOAc, washed with saturated brine, and dried over magnesium sulfate. After filtration, the filtrate was concentrated under reduced pressure to obtain 1-(3-fluorophenyl)-3,4-dihydroisoquinoline (4.87 g).

후처리

  1. stirringby stirring at 160° C. for 2.5 hours
  2. temperatureAfter cooling
  3. additionwas then added
  4. extractionThe reaction solution was extracted with EtOAc
  5. washwashed with saturated brine
  6. dry with materialdried over magnesium sulfate
  7. filtrationAfter filtration
  8. concentrationthe filtrate was concentrated under reduced pressure

출처 및 근거

ORD 기록
ord-e322bbcebb1e4c079f7ceffd64ce5c5e
출처 데이터셋
uspto-grants-2012_09
특허 번호
US08263607B2

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