2-Phenylpropylamine → 2-(4-Bromophenyl)propan-1-amine

HRID 1444544노트

반응식

HRID 1444544 반응식
[C:1]1([CH:7]([CH3:10])[CH2:8][NH2:9])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[Br:11]Br>CCCCCC.Br.C(OCC)(=O)C>[Br:11][C:4]1[CH:5]=[CH:6][C:1]([CH:7]([CH3:10])[CH2:8][NH2:9])=[CH:2][CH:3]=1

참가 물질

6

반응물 2

HCID 113982-PhenylpropylamineHCID 24408Bromine

생성물 1

HCID 107986602-(4-Bromophenyl)propan-1-amine수율 23%

시약·촉매·용매 3

HCID 260Hydrogen Bromide촉매HCID 8058Hexane용매HCID 8857Ethyl Acetate용매

실험 절차

2-Phenyl-propylamine (1 g, 7.4 mmol) was dissolved in n-hexane (30 mL) and HBr/aq (5 drops) together with ZnBr on silica (1.75 mmol/g, 1 g). Br2 (14.8 mmol, 900 μL) was slowly added and the slurry was stirred over night. The slurry was diluted with ethyl acetate (300 mL) and washed with 2M Na2CO3 (300 mL). The organic phase was dried over Na2SO4, filtered and evaporated to dryness. Purification and separation of regioisomers was done on semi prep-HPLC C18-column (H2O:CH3CN, 1% NH4OAc buffer, gradient 10% to 60% CH3CN, 30 min). Yield 23%

후처리

  1. washwashed with 2M Na2CO3 (300 mL)
  2. dry with materialThe organic phase was dried over Na2SO4
  3. filtrationfiltered
  4. customevaporated to dryness
  5. customPurification and separation of regioisomers
  6. customwas done on semi prep-HPLC C18-column (H2O:CH3CN, 1% NH4OAc buffer, gradient 10% to 60% CH3CN, 30 min)

출처 및 근거

ORD 기록
ord-750a5d37858143ed90060188477b4d0c
출처 데이터셋
uspto-grants-2010_02
특허 번호
US07662845B2

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