Methyl 1,4-di-Boc-piperazine-2-acetate → 2-(1,4-Dimethylpiperazin-2-yl)ethanol

HRID 2262477ノート

反応式

HRID 2262477 の反応式
C(O[C:6]([N:8]1[CH2:13][CH2:12][N:11]([C:14](OC(C)(C)C)=O)[CH2:10][CH:9]1[CH2:21][C:22](OC)=[O:23])=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][CH:9]1[CH2:21][CH2:22][OH:23]

参加物

4

反応物 2

HCID 4055116Methyl 1,4-di-Boc-piperazine-2-acetateHCID 21226445Aluminium lithium hydride

生成物 1

HCID 587843272-(1,4-Dimethylpiperazin-2-yl)ethanol収率 65.2%

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒2 回

実験手順

To a stirred solution of 2-methoxycarbonylmethylpiperazine-1,4-dicarboxylic acid di-tert-butyl ester (662 mg, 1.85 mmol) in anhydrous THF (10 mL) at 0° C. was slowly added a 1M solution of LiAlH4 in THF (5.7 mL, 5.70 mmol). The stirred reaction mixture was allowed to warm to room temperature over a period of 15 minutes before being refluxed for 2 hours. After this time the reaction mixture was cooled to 0° C. and cautiously quenched by the dropwise addition of 1.0M aqueous NaOH solution until the effervescing ceased. The resulting gel was diluted with THF (50 mL) and the solids filtered off. The filtrate was concentrated in vacuo to afford 2-(1,4-dimethylpiperazin-2-yl)ethanol (191 mg, 65%) as a colourless oil.

後処理

  1. customThe stirred reaction mixture
  2. temperaturebefore being refluxed for 2 hours
  3. temperatureAfter this time the reaction mixture was cooled to 0° C.
  4. customcautiously quenched by the dropwise addition of 1.0M aqueous NaOH solution until the effervescing
  5. additionThe resulting gel was diluted with THF (50 mL)
  6. filtrationthe solids filtered off
  7. concentrationThe filtrate was concentrated in vacuo

出典と根拠

ORDレコード
ord-37549b1dde2c41e08ed6576ea572f25b
出典データセット
uspto-grants-2010_12
特許番号
US07851471B2

反応ノート

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