1-Bromopropane → 2,6-Dimethyl-4-propoxyazobenzene

HRID 1732242노트

반응식

HRID 1732242 반응식
[Na].[CH3:2][C:3]1[CH:8]=[C:7]([OH:9])[CH:6]=[C:5]([CH3:10])[C:4]=1[N:11]=[N:12][C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1.Br[CH2:20][CH2:21][CH3:22]>>[CH3:2][C:3]1[CH:8]=[C:7]([O:9][CH2:20][CH2:21][CH3:22])[CH:6]=[C:5]([CH3:10])[C:4]=1[N:11]=[N:12][C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1

참가 물질

4

반응물 3

HCID 78401-BromopropaneHCID 33198223,5-Dimethyl-4-(phenyldiazenyl)phenolHCID 5360545Sodium

생성물 1

HCID 545213892,6-Dimethyl-4-propoxyazobenzene수율 93.1%

실험 절차

To a solution of sodium (2.0 g) in absolute alcohol (120 ml) was added 2,6-dimethyl-4-hydroxyazobenzene (18.3 g) and 1-bromo propane (20 g). The mixture was refluxed for three hours and was left overnight at room temperature. A precipitate of sodium bromide was filtered off, was washed with some cold absolute ethanol, and was discarded. The alcohol was removed from the filtrate by distillation, the residue was dissolved in ether (200 ml), and was extracted with 2% sodium hydroxide solution (4×50 ml) and once with water. After drying (Na2SO4) and filtering, the ether solution was evaporated to dryness leaving a residual oily material (20.2 g), sufficiently pure for the following reaction step.

후처리

  1. temperatureThe mixture was refluxed for three hours
  2. filtrationA precipitate of sodium bromide was filtered off
  3. washwas washed with some cold absolute ethanol
  4. customThe alcohol was removed from the filtrate by distillation
  5. dissolutionthe residue was dissolved in ether (200 ml)
  6. extractionwas extracted with 2% sodium hydroxide solution (4×50 ml) and once with water
  7. dry with materialAfter drying (Na2SO4)
  8. filtrationfiltering
  9. customthe ether solution was evaporated to dryness

출처 및 근거

ORD 기록
ord-405be79c032c421a82922b9932996313
출처 데이터셋
uspto-grants-1980_12
특허 번호
US04237068

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