Water → 2-Phenylpiperazine

HRID 130583

反応式

HRID 130583 の反応式
O=[C:2]1[CH:7]([C:8]2[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=2)[NH:6][CH2:5][CH2:4][NH:3]1.O.[OH-].[Na+]>C1COCC1>[C:8]1([CH:7]2[CH2:2][NH:3][CH2:4][CH2:5][NH:6]2)[CH:9]=[CH:10][CH:11]=[CH:12][CH:13]=1

参加物

5

反応物 3

HCID 962WaterHCID 14798Sodium HydroxideHCID 2506813-Phenylpiperazin-2-one

生成物 1

HCID 2506732-Phenylpiperazine収率 60%

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒2 回

実験手順

2-Oxo-3-phenyl-piperazine (1.76 g, 10 mmol), in 30 mL of anhydrous THF was added dropwise to a 20 mL (20 mmol) of 1M solution of LiAH4 in THF, and the mixture was stirred at room temperature for 24 h. After workup (water, 20% NaOH addition to destroy excess LiAH4), the mixture was filtered and the filter cake was reextracted with ethyl acetate. The combined organic filtrate and extracts were dried over MgSO4, filtered and evaporated to give an slightly yellow solid that was purified by silica gel column chromatography (CHCl3:MeOH:NH4OH/9:1:0.1). The reduced product was isolated as a colorless solid (960 mg, 6 mmol, 60%). 1H NMR (CDCl3): δ 2.69 (1H, t, J=11.3), 2.85-3.10 (7H, m), 3.76 (1H, br d, J=8.9), 7.21-7.38 (5H, m). mp (free base): 79°-81° C.

後処理

  1. filtrationthe mixture was filtered
  2. dry with materialThe combined organic filtrate and extracts were dried over MgSO4
  3. filtrationfiltered
  4. customevaporated
  5. customto give an slightly yellow solid
  6. customthat was purified by silica gel column chromatography (CHCl3:MeOH:NH4OH/9:1:0.1)

出典と根拠

ORDレコード
ord-e66ccd1c13384e0e82a1431d1d957e84
出典データセット
uspto-grants-2008_06
特許番号
US07381822B2

関連ノート

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