2-Nitrophenol → 1-Nitro-2-propoxybenzene

HRID 67241

반응식

HRID 67241 반응식
[N+:1]([C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][C:5]=1[OH:10])([O-:3])=[O:2].Br[CH2:12][CH2:13][CH3:14].C(=O)([O-])[O-].[K+].[K+]>CC(C)=O>[CH2:12]([O:10][C:5]1[CH:6]=[CH:7][CH:8]=[CH:9][C:4]=1[N+:1]([O-:3])=[O:2])[CH2:13][CH3:14]

참가 물질

5

반응물 3

HCID 69472-NitrophenolHCID 78401-BromopropaneHCID 11430Potassium Carbonate

생성물 1

HCID 5874971-Nitro-2-propoxybenzene수율 87%

시약·촉매·용매 1

HCID 180Acetone용매

실험 절차

o-Nitrophenol (111.2 g., 0.8 mole), 1-bromopropane (98.4 g., 0.8 mole), anhydrous potassium carbonate (121.4 g., 0.88 mole) and any acetone (800 cc) are refluxed for 70 hrs., filtered the reaction mass, the residue was washed with acetone, and the filtrate rotoevaporated. To the residue of the evaporation was added 200 cc of dichloromethane and rotoevaporated again; the residue was washed with 100 cc of water and separated into two layers. The dichloromethane layer was washed with 100 cc of 10% Na2CO3, separated again, washed again with 100 cc of water, and the dichloromethane layer was fractionated under vacuum. The main fraction distilled at 103°-106° C. at 0.2-0.3 mm Hg., giving 130 g. of product (87% yield).

후처리

  1. filtration, filtered the reaction mass
  2. washthe residue was washed with acetone
  3. customTo the residue of the evaporation
  4. additionwas added 200 cc of dichloromethane
  5. washthe residue was washed with 100 cc of water
  6. customseparated into two layers
  7. washThe dichloromethane layer was washed with 100 cc of 10% Na2CO3
  8. customseparated again
  9. washwashed again with 100 cc of water
  10. distillationThe main fraction distilled at 103°-106° C. at 0.2-0.3 mm Hg
  11. custom, giving 130 g

출처 및 근거

ORD 기록
ord-c50366e1aaf143d88d8f60c298b18d14
출처 데이터셋
uspto-grants-1982_08
특허 번호
US04345937

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