Benzyl Bromide → 1-Benzyloxy-3-methyl-2-nitrobenzene

HRID 1193484

反応式

HRID 1193484 の反応式
[CH3:1][C:2]1[C:3]([N+:9]([O-:11])=[O:10])=[C:4]([OH:8])[CH:5]=[CH:6][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>CN(C=O)C>[CH2:18]([O:8][C:4]1[C:3]([N+:9]([O-:11])=[O:10])=[C:2]([CH3:1])[CH:7]=[CH:6][CH:5]=1)[C:19]1[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=1

参加物

5

反応物 3

HCID 7498Benzyl BromideHCID 11430Potassium CarbonateHCID 210263-Methyl-2-nitrophenol

生成物 1

HCID 33441871-Benzyloxy-3-methyl-2-nitrobenzene収率 88.3%

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

反応条件

温度
90 °C

実験手順

A mixture of 3-methyl-2-nitrophenol (50 g, 0.326 mol), K2CO3 (45 g, 0.326 mol) and benzylbromide (61.4 g, 42.6 mL, 0.359 mol) in dry DMF (200 mL) was stirred at 90° C. for 3 hours under nitrogen. Most of the DMF was removed at reduced pressure and the residue was partitioned between water (300 mL) and ether (300 mL). The organic layer was washed with brine and dried (Na2SO4). Removal of the solvent provided (70 g, 88%) of 3-benzyloxy-2-nitrotoluene as an orange oil.

後処理

  1. customMost of the DMF was removed at reduced pressure
  2. customthe residue was partitioned between water (300 mL) and ether (300 mL)
  3. washThe organic layer was washed with brine
  4. dry with materialdried (Na2SO4)
  5. customRemoval of the solvent

出典と根拠

ORDレコード
ord-a704537da871413fb26b32dab55ba06d
出典データセット
uspto-grants-1989_03
特許番号
US04810699

関連ノート

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