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Aluminium lithium hydride → (S)-(1,4-Dimethylpiperazin-2-YL)methanol

HRID 2262467
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HRID 2262467 반응식
C(O[C:6]([N:8]1[CH2:13][CH2:12][N:11]([C:14](OC(C)(C)C)=O)[CH2:10][C@H:9]1[CH2:21][OH:22])=O)(C)(C)C.[H-].[H-].[H-].[H-].[Li+].[Al+3]>C1COCC1>[CH3:6][N:8]1[CH2:13][CH2:12][N:11]([CH3:14])[CH2:10][C@H:9]1[CH2:21][OH:22]
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참가 물질

4

반응물 2

HCID 21226445Aluminium lithium hydrideHCID 66934642(S)-DI-Tert-butyl 2-(hydroxymethyl)piperazine-1,4-dicarboxylate

생성물 1

HCID 7035990(S)-(1,4-Dimethylpiperazin-2-YL)methanol수율 56%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매2회

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온도
0 °C

실험 절차

(S)-2-hydroxymethyl-piperazine-1,4-dicarboxylic acid di-tert-butyl ester (5.66 g, 17.9 mmol) was dissolved in THF (10 mL) and cooled to 0° C. 2M LiAlH4 in THF (28.5 mL, 57.0 mmol) was added. The reaction mixture was stirred at reflux for 4 hours and then cooled to 0° C. and quenched with the drop-wise addition of 1M sodium hydroxide solution (20 mL). The reaction mixture was diluted with THF (50 mL), filtered and the filtrate was concentrated in vacuo to give 1,4-dimethyl-(S)-2-hydroxymethyl piperazine (1.44 g, 56%) as a colourless oil which was used without further purification.

후처리

  1. temperatureat reflux for 4 hours
  2. temperaturecooled to 0° C.
  3. customquenched with the drop-wise addition of 1M sodium hydroxide solution (20 mL)
  4. additionThe reaction mixture was diluted with THF (50 mL)
  5. filtrationfiltered
  6. concentrationthe filtrate was concentrated in vacuo

출처 및 근거

ORD 기록
ord-2ecdd282e637496e876d256bafccafac
출처 데이터셋
uspto-grants-2010_12
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07851471B2

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