反応 #64012

ord-3c2e0aa1bf26454b9f7ae12efee9c729

反応条件

詳細条件
See reaction.notes.procedure_details.

後処理

  1. 1
    workup.STIRRINGAfter the reaction mixture was stirred at ambient temperature, under nitrogen for 3 hours
  2. 2
    その他The organic phase was separated
  3. 3
    洗浄washed successively with water, 5% aqueous sodium bicarbonate solution, water and brine
  4. 4
    乾燥The solution was dried over magnesium sulfate
  5. 5
    濃縮concentrated
  6. 6
    その他The resulting oil was triturated with methanol at 0° C.

実験手順

To a stirred suspension of 1.7 g (8.6 mmole) of 6,7-dichloroisoquinoline hydrochloride in 12 ml of methylene chloride was added 0.11 g (0.43 mmole) of 18-crown-6 followed by a solution of 1.67 g (26 mmole) of potassium cyanide in 12 ml of water. The mixture was stirred vigorously under nitrogen for 30 minutes and then a solution of 2.4 g (17.2 mmole) of benzoyl chloride in 10 ml of methylene chloride was added dropwise. After the reaction mixture was stirred at ambient temperature, under nitrogen for 3 hours, an additional 50 ml of methylene chloride and 50 ml of water was added. The organic phase was separated, washed successively with water, 5% aqueous sodium bicarbonate solution, water and brine. The solution was dried over magnesium sulfate and concentrated. The resulting oil was triturated with methanol at 0° C. to give 2-benzoyl-6,7-dichloro-1-cyano-1,2-dihydroisoquinoline, m.p. 194°-196° C.

出典

DOI: 10.6084/m9.figshare.5104873.v1特許: US04767862uspto-grants-1988_08