Sodium hydride → Diallyl 2,2-bis(pyrenylmethyl)malonate

HRID 1654611

反応式

HRID 1654611 の反応式
[C:1]([O:10][CH2:11][CH:12]=[CH2:13])(=[O:9])[CH2:2][C:3]([O:5][CH2:6][CH:7]=[CH2:8])=[O:4].[H-].[Na+].Cl[CH2:17][C:18]1[C:31]2[C:32]3=[C:33]4[C:28](=[CH:29][CH:30]=2)[CH:27]=[CH:26][CH:25]=[C:24]4[CH:23]=[CH:22][C:21]3=[CH:20][CH:19]=1>C1C=CC=CC=1>[C:18]1([CH2:17][C:2]([CH2:17][C:18]2[C:31]3[C:32]4=[C:33]5[C:28](=[CH:29][CH:30]=3)[CH:27]=[CH:26][CH:25]=[C:24]5[CH:23]=[CH:22][C:21]4=[CH:20][CH:19]=2)([C:3]([O:5][CH2:6][CH:7]=[CH2:8])=[O:4])[C:1]([O:10][CH2:11][CH:12]=[CH2:13])=[O:9])[C:31]2[C:32]3=[C:33]4[C:28](=[CH:29][CH:30]=2)[CH:27]=[CH:26][CH:25]=[C:24]4[CH:23]=[CH:22][C:21]3=[CH:20][CH:19]=1

参加物

5

反応物 3

HCID 24758Sodium hydrideHCID 975811-(Chloromethyl)pyreneHCID 228227Diallyl malonate

生成物 1

HCID 15361862Diallyl 2,2-bis(pyrenylmethyl)malonate

試薬・触媒・溶媒 1

HCID 241Benzene溶媒2 回

実験手順

Diallyl malonate (0.36 g, 2.0 mmol) was added to a stirred suspension of NaH (2.5 mmol) in dry benzene (5 mL). After 30 minutes 1-chloromethylpyrene (0.5 g, 2.0 mmol) in benzene (20 mL) was added. The mixture was gently refluxed for 18 hours, cooled to room temperature and washed with saturated aqueous NaCl (2×5 mL). The organic layer was dried over MgSO4 and the solvent evaporated under reduced pressure to give the product, which was recrystallized from AcOEt/hexane to afford the desired product as white crystals, yield: 0.26 g, 42%, m.p. 178°-180° C. 1H NMR and 13C NMR were in accord with the desired product. Analysis (C43H32O4): calculated C:84.29, H:5.26; found: C:84.13, H:5.23.

後処理

  1. temperatureThe mixture was gently refluxed for 18 hours
  2. washwashed with saturated aqueous NaCl (2×5 mL)
  3. dry with materialThe organic layer was dried over MgSO4
  4. customthe solvent evaporated under reduced pressure
  5. customto give the product, which
  6. customwas recrystallized from AcOEt/hexane

出典と根拠

ORDレコード
ord-ab6e7438dc49471aa8d05fb0c5f9c563
出典データセット
uspto-grants-1995_04
特許番号
US05409666

関連ノート

読み込み中…