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

HRID 427608

반응식

HRID 427608 반응식
[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

참가 물질

5

반응물 3

HCID 7498Benzyl BromideHCID 10340Sodium CarbonateHCID 935762-Methyl-5-nitrophenol

생성물 1

HCID 181745022-Benzyloxy-1-methyl-4-nitro-benzene수율 33.5%

시약·촉매·용매 1

HCID 180Acetone용매

실험 절차

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+).

후처리

  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

출처 및 근거

ORD 기록
ord-975c64ed7ad244fab979da9af431510a
출처 데이터셋
uspto-grants-2001_11
특허 번호
US06313122B1

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