Sodium Iodide → HCID 67811489、化合物

HRID 923656ノート

反応式

HRID 923656 の反応式
Cl[CH2:2][C:3]([N:5]1[CH2:10][CH2:9][N:8]([C:11]([O:13][CH2:14][CH3:15])=[O:12])[CH2:7][CH2:6]1)=[O:4].[I-:16].[Na+]>CC(C)=O>[I:16][CH2:2][C:3]([N:5]1[CH2:10][CH2:9][N:8]([C:11]([O:13][CH2:14][CH3:15])=[O:12])[CH2:7][CH2:6]1)=[O:4]

参加物

4

反応物 2

HCID 5238Sodium IodideHCID 2063649HCID 2063649、化合物

生成物 1

HCID 67811489HCID 67811489、化合物収率 75.3%

試薬・触媒・溶媒 1

HCID 180Acetone溶媒

実験手順

A mixture of ethyl 4-(2-chloroacetyl)piperazine-1-carboxylate (2.36 g, 10.06 mmol) and sodium iodide (3 g, 20.11 mmol) in acetone (45 mL) was stirred at room temperature for 24 h to give a suspension containing white solids. The solids were removed by filtration, and the filtrate was concentrated under reduced pressure. The residue was extracted with CH2Cl2 and H2O. The organic layer then dried over MgSO4, filtered and concentrated to give ethyl 4-(2-iodoacetyl)piperazine-1-carboxylate (2.47 g, 75% yield). C9H151N2O3; brown oil; IR vmax (neat) 2981, 2927, 2864, 1697, 1642, 1464, 1434, 1385, 1286, 1232, 1133, 1073, 1030, 989, 767 cm−1; 1H NMR (400 MHz, CDCl3) δ 4.14 (2H, q, J=7.0 Hz), 3.75 (2H, s), 3.58 (4H, m), 3.43 (4H, m), 1.26 (3H, t, J=7.0 Hz); 13C NMR (100 MHz, CDCl3) δ 166.6, 155.1, 61.8, 47.0, 43.1 (2×), 42.0 (2×), 14.7; ESI-HRMS calcd for C9H161N2O3: 327.0206. found: m/z 327.0215 [M+H]+.

後処理

  1. customto give a suspension
  2. additioncontaining white solids
  3. customThe solids were removed by filtration
  4. concentrationthe filtrate was concentrated under reduced pressure
  5. extractionThe residue was extracted with CH2Cl2 and H2O
  6. dry with materialThe organic layer then dried over MgSO4
  7. filtrationfiltered
  8. concentrationconcentrated

出典と根拠

ORDレコード
ord-593a04203fe04e6b9bb369ad8e7051e7
出典データセット
uspto-grants-2016_03
特許番号
US09278982B2

反応ノート

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