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

HRID 2383032

反応式

HRID 2383032 の反応式
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

参加物

6

反応物 4

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

生成物 1

HCID 149989031-(3-Fluorophenyl)-3,4-dihydroisoquinoline収率 105.2%

試薬・触媒・溶媒 1

HCID 962Water溶媒

反応条件

温度
150 °C

実験手順

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).

後処理

  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

出典と根拠

ORDレコード
ord-e322bbcebb1e4c079f7ceffd64ce5c5e
出典データセット
uspto-grants-2012_09
特許番号
US08263607B2

関連ノート

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