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

HRID 885832노트

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HRID 885832 반응식
[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

참가 물질

6

반응물 4

HCID 313Hydrochloric AcidHCID 3283Diethyl EtherHCID 75376124-((4-Methylpiperazin-1-yl)methyl)benzonitrileHCID 178418573HCID 178418573, 화합물

생성물 1

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

시약·촉매·용매 1

HCID 1140Toluene용매

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온도
0 °C

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-a1c4352359e8413ca17f8e11848fadca
출처 데이터셋
uspto-grants-2012_08
특허 번호
US08242175B2

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