Hydrochloric Acid → 4-[2-(4-Methylphenyl)ethoxy]aniline

HRID 1065048노트

반응식

HRID 1065048 반응식
[CH3:1][C:2]1[CH:7]=[CH:6][C:5]([CH2:8][CH2:9][O:10][C:11]2[CH:16]=[CH:15][C:14]([N+:17]([O-])=O)=[CH:13][CH:12]=2)=[CH:4][CH:3]=1.Cl.[OH-].[Na+]>C(O)C.[Fe]>[CH3:1][C:2]1[CH:3]=[CH:4][C:5]([CH2:8][CH2:9][O:10][C:11]2[CH:12]=[CH:13][C:14]([NH2:17])=[CH:15][CH:16]=2)=[CH:6][CH:7]=1

참가 물질

6

반응물 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 51429261-Methyl-4-[2-(4-nitrophenoxy)ethyl]benzene

생성물 1

HCID 130176564-[2-(4-Methylphenyl)ethoxy]aniline수율 90.3%

시약·촉매·용매 2

HCID 23925Iron촉매HCID 702Ethanol용매2회

실험 절차

4-[2-(4-Methylphenyl)ethoxy]nitrobenzene (VI) (5.14 g, 0.02 mole) and iron powder (6.7 g, 0.12 mole) were added to 50% aqueous ethanol (50 ml), and a solution of conc. hydrochloric acid (1 ml) in 50% aqueous ethanol (10 ml) was added dropwise thereto over 15 minutes with stirring under reflux. After heating under reflux for an additional 2 hours, the reaction mixture was cooled, neutralized with a dilute aqueous sodium hydroxide solution and extracted with ether. The ether layer was washed with water, dried over anhydrous potassium carbonate, concentrated and distilled to obtain 4.1 g of 4-[2-(4-methylphenyl)ethoxy]aniline (V) (yield, 90.3%).

후처리

  1. temperatureunder reflux
  2. temperatureAfter heating
  3. temperatureunder reflux for an additional 2 hours
  4. temperaturethe reaction mixture was cooled
  5. extractionextracted with ether
  6. washThe ether layer was washed with water
  7. dry with materialdried over anhydrous potassium carbonate
  8. concentrationconcentrated
  9. distillationdistilled

출처 및 근거

ORD 기록
ord-5fa5bd2f569b419d9cf6a81579249ce1
출처 데이터셋
uspto-grants-1982_05
특허 번호
US04328166

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