1,1-Dibromoethane → HCID 22993340, 화합물

HRID 1167608노트

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HRID 1167608 반응식
[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

참가 물질

6

반응물 3

HCID 112011,1-DibromoethaneHCID 14798Sodium Hydroxide2회HCID 817992N-(2-hydroxy-5-methoxyphenyl)acetamide

생성물 1

HCID 22993340HCID 22993340, 화합물

시약·촉매·용매 2

HCID 21218Trioctylmethylammonium chloride촉매HCID 21877088Acetonitrile methylene chloride용매

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온도
30 °C

실험 절차

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.

후처리

  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))

출처 및 근거

ORD 기록
ord-6e0381de05f949e8ac618a8cab6bf9f1
출처 데이터셋
uspto-grants-2003_09
특허 번호
US06620809B2

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