Iodine → (3-Methylphenyl) (1-methyl-4-piperidinyl)methanone

HRID 66673

反応式

HRID 66673 の反応式
[Mg].BrCCBr.II.Cl[CH:9]1[CH2:14][CH2:13][N:12]([CH3:15])[CH2:11][CH2:10]1.[CH3:16][C:17]1[CH:18]=[C:19]([CH:22]=[CH:23][CH:24]=1)[C:20]#N.[Cl-].[NH4+].[OH2:27]>O1CCCC1>[CH3:16][C:17]1[CH:18]=[C:19]([C:20]([CH:9]2[CH2:14][CH2:13][N:12]([CH3:15])[CH2:11][CH2:10]2)=[O:27])[CH:22]=[CH:23][CH:24]=1

参加物

9

反応物 7

HCID 807IodineHCID 962WaterHCID 78391,2-DibromoethaneHCID 121043-TolunitrileHCID 25517Ammonium ChlorideHCID 793424-chloro-N-methylpiperidineHCID 5462224Magnesium

生成物 1

HCID 12852040(3-Methylphenyl) (1-methyl-4-piperidinyl)methanone

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒2 回

反応条件

温度
70 °C

実験手順

To 5 parts of magnesium are added 2.18 parts of 1,2-dibromoethane and a small amount of iodine to initiate the reaction. Then there is added dropwise a solution of 28 parts of 4-chloro-1-methylpiperidine in 180 parts of tetrahydrofuran while the mixture is heated to 70° C. After cooling, there is added dropwise a solution of 14 parts of 3-methylbenzonitrile in 90 parts of tetrahydrofuran. Upon completion, stirring is continued for 1 hour at reflux temperature. The reaction mixture is cooled and poured onto a solution of 75 parts of ammonium chloride in water. The product is extracted with 2,2'-oxybispropane. The extract is washed with water, dried, filtered and evaporated, yielding 35 parts of (3-methylphenyl) (1-methyl-4-piperidinyl)methanone as an oily residue.

後処理

  1. customthe reaction
  2. temperatureAfter cooling
  3. temperatureat reflux temperature
  4. temperatureThe reaction mixture is cooled
  5. extractionThe product is extracted with 2,2'-oxybispropane
  6. washThe extract is washed with water
  7. customdried
  8. filtrationfiltered
  9. customevaporated

出典と根拠

ORDレコード
ord-7766b44aae14420995ee55d945992721
出典データセット
uspto-grants-1982_08
特許番号
US04342870

関連ノート

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