1,1-Dibromoethane → HCID 22993340、化合物

HRID 1167608ノート

反応式

HRID 1167608 の反応式
[OH:1][C:2]1[CH:7]=[CH:6][C:5]([O:8][CH3:9])=[CH:4][C:3]=1[NH:10][C:11](=[O:13])[CH3:12].[OH-].[Na+].Br[CH:17](Br)[CH3:18]>C(#N)C.ClCCl.CCCCCCCC[N+](CCCCCCCC)(CCCCCCCC)C.[Cl-]>[CH3:9][O:8][C:5]1[CH:6]=[CH:7][C:2]2[O:1][CH2:18][CH2:17][N:10]([C:11](=[O:13])[CH3:12])[C:3]=2[CH:4]=1

参加物

6

反応物 3

HCID 112011,1-DibromoethaneHCID 14798Sodium Hydroxide2 回HCID 817992N-(2-hydroxy-5-methoxyphenyl)acetamide

生成物 1

HCID 22993340HCID 22993340、化合物

試薬・触媒・溶媒 2

HCID 21218Trioctylmethylammonium chloride触媒HCID 21877088Acetonitrile methylene chloride溶媒

反応条件

温度
30 °C

実験手順

Under anhydrous conditions, the compound obtained in Step B (1 g; 5.52 mmol) is dissolved in an acetonitrile/dichloromethane mixture (4/6). Sodium hydroxide (4 eq.; 22.1 mmol; 883 mg) that has been ground beforehand, dibromoethane (4 eq.; 22.1 mmol; 1.96 mmol) and Aliquat 336 (catalytic amount) are added to the solution. The whole is stirred for 24 hours at 30° C., under argon, and then 220 mg (1 eq.) of sodium hydroxide are added to terminate the reaction. The solution is filtered through fritted glass, and the brown solid is rinsed with ether. The red filtrate is recovered, and the solvents are removed under reduced pressure. The residue obtained is purified by flash chromatography on silica gel (eluant: PE/AcOEt (1/1)). The title product is obtained in the form of a red solid.

後処理

  1. customto terminate
  2. customthe reaction
  3. filtrationThe solution is filtered through fritted glass
  4. washthe brown solid is rinsed with ether
  5. customThe red filtrate is recovered
  6. customthe solvents are removed under reduced pressure
  7. customThe residue obtained
  8. customis purified by flash chromatography on silica gel (eluant: PE/AcOEt (1/1))

出典と根拠

ORDレコード
ord-6e0381de05f949e8ac618a8cab6bf9f1
出典データセット
uspto-grants-2003_09
特許番号
US06620809B2

反応ノート

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