Hydrogen Peroxide → 4-Methoxy-3-phenylphenethylamine

HRID 440541노트

반응식

HRID 440541 반응식
Br.Br[C:3]1[CH:4]=[C:5]([CH:9]=[CH:10][C:11]=1[O:12][CH3:13])[CH2:6][CH2:7][NH2:8].C(=O)([O-])[O-].[Na+].[Na+].[C:20]1(OB(O)O)[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=1.OO>C(O)C.C1(C)C=CC=CC=1>[CH3:13][O:12][C:11]1[CH:10]=[CH:9][C:5]([CH2:6][CH2:7][NH2:8])=[CH:4][C:3]=1[C:20]1[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=1

참가 물질

7

반응물 4

HCID 784Hydrogen PeroxideHCID 10340Sodium CarbonateHCID 78412Phenyl dihydrogen orthoborateHCID 224068232-(3-Bromo-4-methoxyphenyl)ethan-1-amine hydrobromide

생성물 1

HCID 224068554-Methoxy-3-phenylphenethylamine

시약·촉매·용매 2

HCID 702Ethanol용매HCID 1140Toluene용매

실험 절차

A mixture of tetrakis triphenylphosphine palladium (7 g), 3-bromo-4-methoxyphenethylamine hydrobromide (62.2 g) and toluene (400 ml) was stirred under nitrogen with 2M aqueous sodium carbonate solution (200 ml) and then a solution of phenyl boric acid (26.8 g) in ethanol (100 ml) was added. The mixture was heated under reflux for 48 hours then cooled and treated with 30% aqueous hydrogen peroxide solution (10 ml). The mixture was stirred at ambient temperature for 1 hour. The aqueous layer was separated and extracted with ether. The ether extracts were combined with the original organic phase. Distillation yielded 4-methoxy-3-phenylphenethylamine which was used without further purification.

후처리

  1. temperatureThe mixture was heated
  2. temperatureunder reflux for 48 hours
  3. temperaturethen cooled
  4. customThe aqueous layer was separated
  5. extractionextracted with ether
  6. distillationDistillation

출처 및 근거

ORD 기록
ord-c173b890f7c14b75bdfa64d4eadcdfd0
출처 데이터셋
uspto-grants-1996_05
특허 번호
US05519034

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