Benzyl Bromide → 2-Benzyloxy-1-methyl-4-nitro-benzene

HRID 427608

反応式

HRID 427608 の反応式
[CH3:1][C:2]1[CH:7]=[CH:6][C:5]([N+:8]([O-:10])=[O:9])=[CH:4][C:3]=1[OH:11].C(=O)([O-])[O-].[Na+].[Na+].[CH2:18](Br)[C:19]1[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=1>CC(C)=O>[CH2:18]([O:11][C:3]1[CH:4]=[C:5]([N+:8]([O-:10])=[O:9])[CH:6]=[CH:7][C:2]=1[CH3:1])[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 10340Sodium CarbonateHCID 935762-Methyl-5-nitrophenol

生成物 1

HCID 181745022-Benzyloxy-1-methyl-4-nitro-benzene収率 33.5%

試薬・触媒・溶媒 1

HCID 180Acetone溶媒

実験手順

To a stirred suspension of 2-methyl-5-nitrophenol (2.0 g, 13 mmol) and sodium carbonate (1.94 g, 18.3 mmol) in acetone was added benzyl bromide (1.7 mL, 14 mmol). The mixture was heated to reflux for 24 h, cooled, filtered, and the solid washed with acetone. The filtrate and acetone washings were combined and concentrated in vacuo. Recrystallization from ether/hexanes gave 1.06 g (33%) of the title product as an off-white solid. MS-FD 243 m/e (M+).

後処理

  1. temperatureThe mixture was heated
  2. temperatureto reflux for 24 h
  3. temperaturecooled
  4. filtrationfiltered
  5. washthe solid washed with acetone
  6. concentrationconcentrated in vacuo
  7. customRecrystallization from ether/hexanes

出典と根拠

ORDレコード
ord-975c64ed7ad244fab979da9af431510a
出典データセット
uspto-grants-2001_11
特許番号
US06313122B1

関連ノート

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