Benzyl Bromide → 1-(Benzyloxy)-3-bromo-5-nitrobenzene

HRID 447052ノート

反応式

HRID 447052 の反応式
[Br:1][C:2]1[CH:3]=[C:4]([OH:11])[CH:5]=[C:6]([N+:8]([O-:10])=[O:9])[CH:7]=1.C([O-])([O-])=O.[K+].[K+].[CH2:18](Br)[C:19]1[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=1>CC(C)=O.O>[CH2:18]([O:11][C:4]1[CH:5]=[C:6]([N+:8]([O-:10])=[O:9])[CH:7]=[C:2]([Br:1])[CH:3]=1)[C:19]1[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=1

参加物

6

反応物 3

HCID 7498Benzyl BromideHCID 11430Potassium CarbonateHCID 104889843-Bromo-5-nitrophenol

生成物 1

HCID 147841491-(Benzyloxy)-3-bromo-5-nitrobenzene収率 91%

試薬・触媒・溶媒 2

HCID 180Acetone溶媒HCID 962Water溶媒

実験手順

To an ice-cold solution of 3-bromo-5-nitro-phenol (21.0 g, 96.33 mmol) in acetone (420.0 mL) was added K2CO3 (40.0 g, 289.41 mmol) followed by addition of benzyl bromide (17.20 mL, 144.40 mmol). The resulting reaction mixture was stirred at room temperature for 2 h. The reaction mixture was then diluted with water and extracted with EtOAc (3×250.0 mL). The combined organics was dried over anhydrous Na2SO4 and concentrated under reduced pressure. The crude was purified over silica gel (100-200 M, 5% EtOAc-Hexane) to get the desired product (27.0 g, 91%).

後処理

  1. customThe resulting reaction mixture
  2. extractionextracted with EtOAc (3×250.0 mL)
  3. dry with materialThe combined organics was dried over anhydrous Na2SO4
  4. concentrationconcentrated under reduced pressure
  5. customThe crude was purified over silica gel (100-200 M, 5% EtOAc-Hexane)

出典と根拠

ORDレコード
ord-3ff376e1452849618e158cb35421e4a9
出典データセット
uspto-grants-2013_07
特許番号
US08481544B2

反応ノート

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