N-bromobutanimide → 3-Bromo-6-methoxy-2-methylbenzonitrile

HRID 1466071노트

반응식

HRID 1466071 반응식
[CH3:1][O:2][C:3]1[CH:10]=[CH:9][CH:8]=[C:7]([CH3:11])[C:4]=1[C:5]#[N:6].C1C(=O)N([Br:19])C(=O)C1>C(O)(C(F)(F)F)=O>[Br:19][C:8]1[C:7]([CH3:11])=[C:4]([C:3]([O:2][CH3:1])=[CH:10][CH:9]=1)[C:5]#[N:6]

참가 물질

4

반응물 2

HCID 67184N-bromobutanimideHCID 5902262-Methoxy-6-methylbenzonitrile

생성물 1

HCID 675160643-Bromo-6-methoxy-2-methylbenzonitrile

시약·촉매·용매 1

HCID 6422Trifluoroacetic acid용매

실험 절차

To a solution of 2-methoxy-6-methylbenzonitrile (3.6 g, 24 mmol) in TFA (25 mL) was added NBS (6.5 g, 36 mmol) and stirred at room temperature for 2 hours. Analysis of the reaction mixture by LC indicated complete bromination of the starting material. The solution was concentrated in vacuo and the resulting crude was dissolved in EtOAc and washed with brine, then dried with Na2SO4, filtered and concentrated in vacuo. The crude residue was purified by silica gel column chromatography (Hexanes:EtOAc=1:1) to provide the title product.

후처리

  1. concentrationThe solution was concentrated in vacuo
  2. dissolutionthe resulting crude was dissolved in EtOAc
  3. washwashed with brine
  4. dry with materialdried with Na2SO4
  5. filtrationfiltered
  6. concentrationconcentrated in vacuo
  7. customThe crude residue was purified by silica gel column chromatography (Hexanes:EtOAc=1:1)

출처 및 근거

ORD 기록
ord-a4500d7aca514351bc5fd04744869cbf
출처 데이터셋
uspto-grants-2015_04
특허 번호
US08999990B2

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