Water → 2,3-Difluoro-6-nitroanisole

HRID 1014240노트

반응식

HRID 1014240 반응식
[F:1][C:2]1[C:7]([F:8])=[CH:6][CH:5]=[C:4]([N+:9]([O-:11])=[O:10])[C:3]=1[OH:12].[C:13](=O)([O-])[O-].[K+].[K+].CI.O>CN(C)C=O>[F:8][C:7]1[CH:6]=[CH:5][C:4]([N+:9]([O-:11])=[O:10])=[C:3]([O:12][CH3:13])[C:2]=1[F:1]

참가 물질

6

반응물 4

HCID 962WaterHCID 6328Methyl iodideHCID 11430Potassium CarbonateHCID 27337452,3-Difluoro-6-nitrophenol

생성물 1

HCID 27827542,3-Difluoro-6-nitroanisole수율 91%

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

실험 절차

To a solution of 2,3-difluoro-6-nitrophenol (15.01 g, 85.8 mmol) in anhydrous dimethylformamide (120 mL) was cautiously added potassium carbonate (16.6 g, 120 mmol) and methyl iodide (6.63 mL, 107 mmol). The resulting suspension was stirred overnight. The next morning the reaction was poured into water and extracted twice with diethyl ether. The organic layers were washed twice with 5% LiCl, dried over sodium sulfate. The solvents were removed under reduced pressure to afford 1,2-difluoro-3-(methyloxy)-4-nitrobenzene as a yellow oil (14.7 g, 91% yield). 1H NMR (400 MHz, CDCl3) δ ppm 4.13 (s, 3 H), 7.00 (td, J=9.07, 7.15 Hz, 1 H), 7.67 (ddd, J=9.35, 5.32, 2.20 Hz, 1 H).

후처리

  1. extractionextracted twice with diethyl ether
  2. washThe organic layers were washed twice with 5% LiCl
  3. dry with materialdried over sodium sulfate
  4. customThe solvents were removed under reduced pressure

출처 및 근거

ORD 기록
ord-4cf9147838b84eb28bbfc4220915a375
출처 데이터셋
uspto-grants-2011_07
특허 번호
US07981903B2

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