Acetonitrile → HCID 11032835、化合物

HRID 595965ノート

反応式

HRID 595965 の反応式
[NH2:1][C@@H:2]([C:5]1[CH:10]=[CH:9][CH:8]=[CH:7][CH:6]=1)[CH2:3][OH:4].C(#N)C.[C:14](ON1C(=O)CCC1=O)(=[O:25])[C:15]1[C:16](=[CH:21][CH:22]=[CH:23][CH:24]=1)[C:17](OC)=[O:18]>O>[OH:4][CH2:3][C@@H:2]([N:1]1[C:17](=[O:18])[C:16]2[C:15](=[CH:24][CH:23]=[CH:22][CH:21]=2)[C:14]1=[O:25])[C:5]1[CH:10]=[CH:9][CH:8]=[CH:7][CH:6]=1

参加物

5

反応物 3

HCID 6342AcetonitrileHCID 1347972-Amino-2-phenylethan-1-olHCID 10901878Methyl 2-[(succinimidooxy)carbonyl]benzoate

生成物 1

HCID 11032835HCID 11032835、化合物収率 40%

試薬・触媒・溶媒 1

HCID 962Water溶媒

実験手順

To a solution of (S)-2-amino-2-phenylethanol (3 g, 21.87 mmol) in water (26.5 mL), and acetonitrile (46.4 mL) was added 2,5-dioxopyrrolidin-1-yl methyl phthalate (5.76 g, 20.78 mmol) at room temperature. The reaction mixture was stirred at room temperature for overnight. After acetonitrile was removed in vacuo, the reaction mixture was then extracted with EtOAc. The organic was washed by water and brine, dried over anhydrous sodium sulfate, filtered off, and concentrated in vacuo yielding (S)-2-(2-hydroxy-1-phenylethyl)isoindoline-1,3-dione (2.2 g, 40%). LCMS (m/z): 268 (MH+), 0.79 min.

後処理

  1. customAfter acetonitrile was removed in vacuo
  2. extractionthe reaction mixture was then extracted with EtOAc
  3. washThe organic was washed by water and brine
  4. dry with materialdried over anhydrous sodium sulfate
  5. filtrationfiltered off
  6. concentrationconcentrated in vacuo

出典と根拠

ORDレコード
ord-eed24d4ce7e446cc9b2ad05dc5cb950b
出典データセット
uspto-grants-2016_01
特許番号
US09242996B2

反応ノート

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