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

HRID 1193484

반응식

HRID 1193484 반응식
[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

참가 물질

5

반응물 3

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

생성물 1

HCID 33441871-Benzyloxy-3-methyl-2-nitrobenzene수율 88.3%

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

반응 조건

온도
90 °C

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-a704537da871413fb26b32dab55ba06d
출처 데이터셋
uspto-grants-1989_03
특허 번호
US04810699

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