Hydrochloric Acid → 1-(4-((4-Methylpiperazin-1-yl)methyl)phenyl)ethanone

HRID 885832ノート

反応式

HRID 885832 の反応式
[CH3:1][N:2]1[CH2:7][CH2:6][N:5]([CH2:8][C:9]2[CH:16]=[CH:15][C:12](C#N)=[CH:11][CH:10]=2)[CH2:4][CH2:3]1.C[Mg]Br.C([O:22][CH2:23][CH3:24])C.Cl>C1(C)C=CC=CC=1>[CH3:1][N:2]1[CH2:7][CH2:6][N:5]([CH2:8][C:9]2[CH:16]=[CH:15][C:12]([C:23](=[O:22])[CH3:24])=[CH:11][CH:10]=2)[CH2:4][CH2:3]1

参加物

6

反応物 4

HCID 313Hydrochloric AcidHCID 3283Diethyl EtherHCID 75376124-((4-Methylpiperazin-1-yl)methyl)benzonitrileHCID 178418573HCID 178418573、化合物

生成物 1

HCID 218123901-(4-((4-Methylpiperazin-1-yl)methyl)phenyl)ethanone収率 89.9%

試薬・触媒・溶媒 1

HCID 1140Toluene溶媒

反応条件

温度
0 °C

実験手順

0.73 g of 4-(4-methyl-piperazin-1-yl-methyl)-benzonitrile (3.40 mmol) were dissolved in toluene (13 ml) and added to a solution of 3 M methyl magnesium bromide in diethyl ether (3.4 ml, 10.2 mmol) under nitrogen atmosphere. The resulting suspension was heated under reflux for 4 hours. The reaction was cooled down to 0° C., acidified with 10% HCl and then heated under reflux for 1 hour. The two phases were separated and the aqueous phase rinsed with AcOEt, then brought to basic conditions with NH4OH and extracted with DCM. The organic phase was dried over Na2SO4 and concentrated in vacuo to dryness to obtain 0.71 g of 1-[4-(4-methyl-piperazin-1-yl-methyl)-phenyl]-ethanone as a yellow oil.

後処理

  1. temperatureThe resulting suspension was heated
  2. temperatureunder reflux for 4 hours
  3. temperatureheated
  4. temperatureunder reflux for 1 hour
  5. customThe two phases were separated
  6. washthe aqueous phase rinsed with AcOEt
  7. extractionextracted with DCM
  8. dry with materialThe organic phase was dried over Na2SO4
  9. concentrationconcentrated in vacuo to dryness

出典と根拠

ORDレコード
ord-a1c4352359e8413ca17f8e11848fadca
出典データセット
uspto-grants-2012_08
特許番号
US08242175B2

反応ノート

読み込み中…