Methyl Acrylate → HCID 86680440、化合物

HRID 240429ノート

反応式

HRID 240429 の反応式
Cl.[N:2]1([C:12]([O:14][C:15]([CH3:18])([CH3:17])[CH3:16])=[O:13])[CH2:7][CH2:6][NH:5][CH:4]([C:8]([O:10][CH3:11])=[O:9])[CH2:3]1.[C:19]([O:23][CH3:24])(=[O:22])[CH:20]=[CH2:21]>CO>[CH3:24][O:23][C:19](=[O:22])[CH2:20][CH2:21][N:5]1[CH2:6][CH2:7][N:2]([C:12]([O:14][C:15]([CH3:18])([CH3:17])[CH3:16])=[O:13])[CH2:3][CH:4]1[C:8]([O:10][CH3:11])=[O:9]

参加物

4

反応物 2

HCID 7294Methyl AcrylateHCID 450721861-Tert-butyl 3-methyl piperazine-1,3-dicarboxylate hydrochloride

生成物 1

HCID 86680440HCID 86680440、化合物

試薬・触媒・溶媒 1

HCID 887Methanol溶媒

反応条件

温度
25 °C

実験手順

To a solution of 1-tert-butyl 3-methyl piperazine-1,3-dicarboxylate hydrochloride, (200 g, 0.82 mol) in methanol (1 L) was added methyl acrylate (214 g, 2.46 mol) with stirring at approximately 25° C. under N2 atmosphere, and the reaction mixture was refluxed at 70° C. for 48 hours. The volatiles were removed under reduced pressure, and the residue was partitioned between ethyl acetate (1.2 L) and water (2 L). The organic layer was separated and washed with water (1 L×2) and brine (500 mL), dried over Na2SO4, filtered and concentrated. The crude obtained was purified by column chromatography over silica gel using 30-40% ethyl acetate in petroleum ether to give the title compound. 1H NMR (300 MHz, CDCl3) δ ppm 11.43 (s, 9H), 2.20-2.34 (m, 1H), 2.35-2.46 (m, 1H), 2.48 (t, 2H, J=7.2 Hz), 2.76-2.90 (m, 1H), 2.90-3.12 (m, 2H), 3.12-3.30 (m, 1H), 3.32 (t, 1H, J=4.5 Hz), 3.35-3.44 (m, 1H), 3.67 (s, 3H), 3.71 (s, 3H) 3.83-3.94 (m, 1H).

後処理

  1. temperaturethe reaction mixture was refluxed at 70° C. for 48 hours
  2. customThe volatiles were removed under reduced pressure
  3. customthe residue was partitioned between ethyl acetate (1.2 L) and water (2 L)
  4. customThe organic layer was separated
  5. washwashed with water (1 L×2) and brine (500 mL)
  6. dry with materialdried over Na2SO4
  7. filtrationfiltered
  8. concentrationconcentrated
  9. customThe crude obtained
  10. customwas purified by column chromatography over silica gel using 30-40% ethyl acetate in petroleum ether

出典と根拠

ORDレコード
ord-ddf917319dcd4e4bad4e318e420293b1
出典データセット
uspto-grants-2014_02
特許番号
US08648074B2

反応ノート

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