[1-(4-Methyl-benzyl)-2,5-dioxo-3-propyl-imidazolidin-4-yl]-acetic acid → HCID 57719045、化合物

HRID 1985179ノート

反応式

HRID 1985179 の反応式
[CH3:1][C:2]1[CH:22]=[CH:21][C:5]([CH2:6][N:7]2[C:11](=O)[CH:10]([CH2:13][C:14](O)=[O:15])[N:9]([CH2:17][CH2:18][CH3:19])[C:8]2=[O:20])=[CH:4][CH:3]=1>C1COCC1>[OH:15][CH2:14][CH2:13][CH:10]1[CH2:11][N:7]([CH2:6][C:5]2[CH:21]=[CH:22][C:2]([CH3:1])=[CH:3][CH:4]=2)[C:8](=[O:20])[N:9]1[CH2:17][CH2:18][CH3:19]

参加物

3

反応物 1

HCID 57719268[1-(4-Methyl-benzyl)-2,5-dioxo-3-propyl-imidazolidin-4-yl]-acetic acid

生成物 1

HCID 57719045HCID 57719045、化合物収率 84%

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒2 回

実験手順

A solution of [1-(4-methyl-benzyl)-2,5-dioxo-3-propyl-imidazolidin-4-yl]-acetic acid (3.23 g, 10.6 mmol) in THF (50 mL) is treated dropwise with 1 M solution of borane-THF complex in THF (53.1 mL, 53.1 mmol) and then stirred at room temperature under N2 for 4 hours. The reaction is quenched with methanol (30 mL) and stirred at room temperature for 16 hour. The solvent is removed to give crude product that is purified by flash chromatography using 97.5/2.5 CH2Cl2:MeOH to afford 2.46 g (84%) 4-(2-hydroxy-ethyl)-1-(4-methyl-benzyl)-3-propyl-imidazolidin-2-one. 1H NMR. MS (ES+) Calc'd for C16H25N2O2 (M+1) 277. Found m/z 277 (100%).

後処理

  1. customThe reaction is quenched with methanol (30 mL)
  2. stirringstirred at room temperature for 16 hour
  3. customThe solvent is removed
  4. customto give crude product that
  5. customis purified by flash chromatography

出典と根拠

ORDレコード
ord-9bcf91a50da344f2bceb3fb71744fc17
出典データセット
uspto-grants-2009_06
特許番号
US07544812B2

反応ノート

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