Water → Methyl 3-fluoro-2-methyl-6-nitrobenzoate

HRID 604262노트

반응식

HRID 604262 반응식
[F:1][C:2]1[C:3]([CH3:14])=[C:4]([C:8]([N+:11]([O-:13])=[O:12])=[CH:9][CH:10]=1)[C:5]([OH:7])=[O:6].[C:15]([O-])([O-])=O.[Cs+].[Cs+].IC.O>CO>[CH3:15][O:6][C:5](=[O:7])[C:4]1[C:8]([N+:11]([O-:13])=[O:12])=[CH:9][CH:10]=[C:2]([F:1])[C:3]=1[CH3:14]

참가 물질

6

반응물 4

HCID 962WaterHCID 6328Methyl iodideHCID 10796Cesium carbonateHCID 509149483-Fluoro-2-methyl-6-nitrobenzoic acid

생성물 1

HCID 59849164Methyl 3-fluoro-2-methyl-6-nitrobenzoate

시약·촉매·용매 1

HCID 887Methanol용매

실험 절차

To a solution of 3-fluoro-2-methyl-6-nitro-benzoic acid in 200 mL of methanol, Cs2CO3 (4.34 g, 13.3 mmol) is added and stirred at the room temperature. The solution is concentrated under reduced pressure then the resulting yellow solids are suspended in 26 ml of DMF. Iodomethane (1.7 ml 26.6 mol) is added at 0° C. and stirred at the room temperature for 30 min. Water is added to the solution and extracted with ethyl acetate. The organic layer is washed with H2O followed by brine, dried over Na2SO4, filtered and evaporated in vacuo to afford 3-fluoro-2-methyl-6-nitro-benzoic acid methyl ester (5.70 g) as yellow oil in quantitative yield. 1H-NMR (400 MHz, δ, ppm) CDCl3: 2.30 (d, 3H), 3.99 (s, 3H), 7.22 (dd, 1H), 8.07 (dd, 1H).

후처리

  1. concentrationThe solution is concentrated under reduced pressure
  2. stirringstirred at the room temperature for 30 min
  3. extractionextracted with ethyl acetate
  4. washThe organic layer is washed with H2O
  5. dry with materialdried over Na2SO4
  6. filtrationfiltered
  7. customevaporated in vacuo

출처 및 근거

ORD 기록
ord-7fa4105d5c6a41cf84c05dcb1c7635df
출처 데이터셋
uspto-grants-2011_03
특허 번호
US07910585B2

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