Aluminium lithium hydride → (2R)-2-butylpiperazine

HRID 912893노트

반응식

HRID 912893 반응식
[CH2:1]([C@H:5]1[NH:10][C:9](=O)[CH2:8][NH:7][C:6]1=O)[CH2:2][CH2:3][CH3:4].[H-].[Al+3].[Li+].[H-].[H-].[H-]>C1COCC1>[CH2:1]([C@@H:5]1[CH2:6][NH:7][CH2:8][CH2:9][NH:10]1)[CH2:2][CH2:3][CH3:4]

참가 물질

4

반응물 2

HCID 21226445Aluminium lithium hydrideHCID 67400830(3R)-3-Butyl-2,5-piperazinedione

생성물 1

HCID 11182666(2R)-2-butylpiperazine

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

To a cooled to −78° C. solution of (3R)-3-butyl-2,5-piperazinedione from step (b) above (600 mg, 2.52 mmol) in THF (10 mL) was added dropwise lithium aluminum hydride (21 mL, 21.1 mmol, 1M in THF, Aldrich). The mixture was stirred at room temperature for 1 h, and then heated at reflux for 16 h. The mixture was cooled to 0° C. and quenched with sodium sulfate decahydrate until the gas evolution ceased. The mixture was stirred at room temperature for 3 h, filtered and the filter cake was washed with THF (2×10 mL). The filtrate was concentrated in vacuo to give the title compound as a yellow solid. MS (ESI, positive ion) m/z: 143 (M+1).

후처리

  1. temperatureheated
  2. temperatureat reflux for 16 h
  3. temperatureThe mixture was cooled to 0° C.
  4. customquenched with sodium sulfate decahydrate until the gas evolution
  5. stirringThe mixture was stirred at room temperature for 3 h
  6. filtrationfiltered
  7. washthe filter cake was washed with THF (2×10 mL)
  8. concentrationThe filtrate was concentrated in vacuo

출처 및 근거

ORD 기록
ord-9704b4f9e3544f94acef2f24db91defb
출처 데이터셋
uspto-grants-2011_09
특허 번호
US08026241B2

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