Acetonitrile → Bis(1,2,2,6,6-pentamethylpiperidin-4-yl) Azodicarboxylate

HRID 129962ノート

反応式

HRID 129962 の反応式
[NH:1]([C:17]([O:19][CH:20]1[CH2:25][C:24]([CH3:27])([CH3:26])[N:23]([CH3:28])[C:22]([CH3:30])([CH3:29])[CH2:21]1)=[O:18])[NH:2][C:3]([O:5][CH:6]1[CH2:11][C:10]([CH3:13])([CH3:12])[N:9]([CH3:14])[C:8]([CH3:16])([CH3:15])[CH2:7]1)=[O:4].FC(F)(F)C(O)=O.C(O)(=O)C.C(O)(=O)C.IC1C=CC=CC=1.C(#N)C>C(Cl)Cl>[N:2]([C:3]([O:5][CH:6]1[CH2:11][C:10]([CH3:13])([CH3:12])[N:9]([CH3:14])[C:8]([CH3:16])([CH3:15])[CH2:7]1)=[O:4])=[N:1][C:17]([O:19][CH:20]1[CH2:21][C:22]([CH3:29])([CH3:30])[N:23]([CH3:28])[C:24]([CH3:27])([CH3:26])[CH2:25]1)=[O:18]

参加物

6

反応物 4

HCID 6342AcetonitrileHCID 6422Trifluoroacetic acidHCID 12217721Iodo benzene diacetateHCID 53819262Bis(1,2,2,6,6-pentamethylpiperidin-4-yl) Hydrazine-1,2-dicarboxylate

生成物 1

HCID 54508599Bis(1,2,2,6,6-pentamethylpiperidin-4-yl) Azodicarboxylate収率 23.4%

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

To a solution of 30.0 g bis(1,2,2,6,6-pentamethylpiperidin-4-yl) hydrazine-1,2-dicarboxylate in 60 mL of methylene chloride is added 16.0 g (10.8 mL), of trifluoroacetic acid at 0°-5° C., followed the addition of 22.6 g of iodobenzene diacetate at room temperature. After stirring at room temperature for 2.5 hours, the reaction mixture is washed with saturated sodium bicarbonate solution and then with brine, and dried over anhydrous magnesium sulfate. The dried solution is evaporated to afford a pale yellow oil. Trituration with acetonitrile affords 7.0 g of the title compound as a pale yellow solid; mp 135°-137° C. NMR and IR analyses are consistent with the desired structure.

後処理

  1. customat 0°-5° C.
  2. washthe reaction mixture is washed with saturated sodium bicarbonate solution
  3. dry with materialwith brine, and dried over anhydrous magnesium sulfate
  4. customThe dried solution is evaporated
  5. customto afford a pale yellow oil

出典と根拠

ORDレコード
ord-122a4a93d612454bb867da5651b8ed8e
出典データセット
uspto-grants-1995_11
特許番号
US05470980

反応ノート

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