Triethylamine → 1-(2-Methyl-allyl)-4-(4-nitrophenyl)-piperazine

HRID 37843

反応式

HRID 37843 の反応式
[N+:1]([C:4]1[CH:9]=[CH:8][C:7]([N:10]2[CH2:15][CH2:14][NH:13][CH2:12][CH2:11]2)=[CH:6][CH:5]=1)([O-:3])=[O:2].Cl[CH2:17][C:18]([CH3:20])=[CH2:19].C(N(CC)CC)C>C(#N)C>[CH3:19][C:18](=[CH2:17])[CH2:20][N:13]1[CH2:14][CH2:15][N:10]([C:7]2[CH:6]=[CH:5][C:4]([N+:1]([O-:3])=[O:2])=[CH:9][CH:8]=2)[CH2:11][CH2:12]1

参加物

5

反応物 3

HCID 8471TriethylamineHCID 112413-Chloro-2-methyl-1-propeneHCID 804471-(4-Nitrophenyl)piperazine

生成物 1

HCID 399755471-(2-Methyl-allyl)-4-(4-nitrophenyl)-piperazine収率 80.2%

試薬・触媒・溶媒 1

HCID 6342Acetonitrile溶媒

実験手順

To a solution of 1-(4-nitrophenyl)-piperazine (prepared as described in Reference Example 29; 13 g, 63 mmol) in acetonitrile (150 mL) were added, successively, 3-chloro-2-methyl-propene (6.82 g, 75.4 mmol) and triethylamine (17.6 mL, 126 mmol). The mixture was heated at reflux for 8 hours then the solvent was evaporated under reduced pressure to give a residue which was partitioned between water (150 mL) and ethyl acetate (2×100 mL). The combined organic layers were washed twice with water then dried over sodium sulfate. Filtration and concentration afforded 1-(2-methyl-allyl)-4-(4-nitrophenyl)-piperazine (13.2 g, 79%) as a yellow solid.

後処理

  1. temperatureThe mixture was heated
  2. temperatureat reflux for 8 hours
  3. customthe solvent was evaporated under reduced pressure
  4. customto give a residue which
  5. customwas partitioned between water (150 mL) and ethyl acetate (2×100 mL)
  6. washThe combined organic layers were washed twice with water
  7. dry with materialthen dried over sodium sulfate
  8. filtrationFiltration and concentration

出典と根拠

ORDレコード
ord-f81c5b4b7d184514b165c3e29bb5a7ac
出典データセット
uspto-grants-2013_09
特許番号
US08524705B2

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