1-Methyl-3-phenylpiperazin-2-one → 1-Methyl-3-phenylpiperazine

HRID 1824453

반응식

HRID 1824453 반응식
[H-].[Al+3].[Li+].[H-].[H-].[H-].[CH3:7][N:8]1[CH2:13][CH2:12][NH:11][CH:10]([C:14]2[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=2)[C:9]1=O>O1CCCC1>[CH3:7][N:8]1[CH2:13][CH2:12][NH:11][CH:10]([C:14]2[CH:15]=[CH:16][CH:17]=[CH:18][CH:19]=2)[CH2:9]1

참가 물질

4

반응물 2

HCID 112869601-Methyl-3-phenylpiperazin-2-oneHCID 21226445Aluminium lithium hydride

생성물 1

HCID 27600091-Methyl-3-phenylpiperazine수율 81.4%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

반응 조건

온도
5 °C

실험 절차

Lithium aluminium hydride (3.04 g, 0.8 moles) was suspended in tetrahydrofuran (60 ml) under nitrogen atmosphere. A solution of 1-methyl-2-oxo-3-phenylpiperazine (10 g in 10 ml of tetrahydrofuran) was added at 10–15° C. Slowly, raised the temperature of reaction mass and refluxed for 2 hours. Cooled the reaction mass to 5° C. and quenched successively with 3 ml of water, 3 ml of 15% aqueous sodium hydroxide solution and 9 ml of water. Reaction mass was stirred for 1 hour at 25–30° C. Filtered the reaction mass and the filtrate was concentrated under reduced pressure. Dissolved the residue in DM water (25 ml) and concentrated hydrochloric acid (8 ml) and the solution was washed with cyclohexane (20 ml). pH was adjusted to 11.0–12.0 with 50% w/w aqueous sodium hydroxide solution and extracted the product with methylene chloride (2×50 ml). Methylene chloride layer was concentrated under reduced pressure and 7.54 g of pure 1-Methyl-3-phenylpiperazine was isolated in cyclohexane having HPLC purity 99.7%.

후처리

  1. temperatureSlowly, raised
  2. customthe temperature of reaction mass
  3. temperaturerefluxed for 2 hours
  4. customquenched successively with 3 ml of water, 3 ml of 15% aqueous sodium hydroxide solution and 9 ml of water
  5. customReaction mass
  6. filtrationFiltered the reaction mass
  7. concentrationthe filtrate was concentrated under reduced pressure
  8. dissolutionDissolved the residue in DM water (25 ml) and concentrated hydrochloric acid (8 ml)
  9. washthe solution was washed with cyclohexane (20 ml)
  10. extractionextracted the product with methylene chloride (2×50 ml)
  11. concentrationMethylene chloride layer was concentrated under reduced pressure

출처 및 근거

ORD 기록
ord-69a0ef38b5a84710abe55767a2a4ecc7
출처 데이터셋
uspto-grants-2006_05
특허 번호
US07041826B2

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