Water → 2-Phenylpiperazine

HRID 130583노트

반응식

HRID 130583 반응식
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

참가 물질

5

반응물 3

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

생성물 1

HCID 2506732-Phenylpiperazine수율 60%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매2회

실험 절차

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.

후처리

  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)

출처 및 근거

ORD 기록
ord-e66ccd1c13384e0e82a1431d1d957e84
출처 데이터셋
uspto-grants-2008_06
특허 번호
US07381822B2

반응 노트

불러오는 중…