Ethyl bromoacetate → Diethyl 2-(((benzyloxy)carbonyl)amino)-2-cyanosuccinate

HRID 256599ノート

反応式

HRID 256599 の反応式
[O-]CC.[Na+].[Na].[CH2:6]([O:8][C:9](=[O:24])[CH:10]([NH:13][C:14]([O:16][CH2:17][C:18]1[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=1)=[O:15])[C:11]#[N:12])[CH3:7].Br[CH2:26][C:27]([O:29][CH2:30][CH3:31])=[O:28]>C(O)C>[CH2:6]([O:8][C:9](=[O:24])[C:10]([NH:13][C:14]([O:16][CH2:17][C:18]1[CH:19]=[CH:20][CH:21]=[CH:22][CH:23]=1)=[O:15])([C:11]#[N:12])[CH2:26][C:27]([O:29][CH2:30][CH3:31])=[O:28])[CH3:7]

参加物

6

反応物 4

HCID 7748Ethyl bromoacetateHCID 2723922Sodium ethoxideHCID 5360545SodiumHCID 9943163Ethyl 2-(((benzyloxy)carbonyl)amino)-2-cyanoacetate

生成物 1

HCID 10712704Diethyl 2-(((benzyloxy)carbonyl)amino)-2-cyanosuccinate収率 99.1%

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒

反応条件

温度
25 °C

実験手順

To a sodium ethoxide solution, which was prepared from sodium (2.11 g) and ethanol (400 ml), were added in turn 2-benzyloxycarbonylamino-2-cyanoacetic acid ethyl ester (24.0 g) and ethyl bromoacetate (15.3 g). The resulting mixture was stirred at 25° C. for 3 hours and concentrated under reduced pressure. The residue was diluted with water and extracted with chloroform. The extracts were washed with water, dried over anhydrous sodium sulfate, and evaporated under reduced pressure to give the title compound (31.6 g, 99%) as a colorless oil.

後処理

  1. concentrationconcentrated under reduced pressure
  2. additionThe residue was diluted with water
  3. extractionextracted with chloroform
  4. washThe extracts were washed with water
  5. dry with materialdried over anhydrous sodium sulfate
  6. customevaporated under reduced pressure

出典と根拠

ORDレコード
ord-8e8d8fca338c492d9237471db9e0f0b4
出典データセット
uspto-grants-1993_11
特許番号
US05258382

反応ノート

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