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

HRID 1444544ノート

反応式

HRID 1444544 の反応式
[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

参加物

6

反応物 2

HCID 113982-PhenylpropylamineHCID 24408Bromine

生成物 1

HCID 107986602-(4-Bromophenyl)propan-1-amine収率 23%

試薬・触媒・溶媒 3

HCID 260Hydrogen Bromide触媒HCID 8058Hexane溶媒HCID 8857Ethyl Acetate溶媒

実験手順

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%

後処理

  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)

出典と根拠

ORDレコード
ord-750a5d37858143ed90060188477b4d0c
出典データセット
uspto-grants-2010_02
特許番号
US07662845B2

反応ノート

読み込み中…