Potassium methoxide → 3-Methoxy-2-methyl-6-nitro-benzoic acid

HRID 604282노트

반응식

HRID 604282 반응식
F[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].[CH3:15][O-:16].[K+]>C1COCC1.CO>[CH3:15][O:16][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]

참가 물질

5

반응물 2

HCID 23664618Potassium methoxideHCID 509149483-Fluoro-2-methyl-6-nitrobenzoic acid

생성물 1

HCID 598492163-Methoxy-2-methyl-6-nitro-benzoic acid

시약·촉매·용매 2

HCID 887Methanol용매2회HCID 8028Tetrahydrofuran용매

반응 조건

온도
100 °C

실험 절차

To a stirring solution of 3-Fluoro-2-methyl-6-nitro-benzoic acid (4.2 g, 21 mmol) in THF (40 mL) and methanol (40 mL) is added potassium methoxide in methanol (15 g, 63 mmol) and the solution is heated to 100° C. for 2 hours. The reaction mixture is cooled to room temperature and then the mixture is quenched with a 1N HCl solution and partitioned between ethyl acetate. The organic layer is washed with brine and then concentrated to give 3-Methoxy-2-methyl-6-nitro-benzoic acid (4.3 g) in quantitative yields. 1H-NMR (400 MHz, δ, ppm) CDCl3: 2.32 (s, 3H), 3.98 (s, 3H), 6.95 (d, 1H), 8.15 (d, 1H).

후처리

  1. temperatureThe reaction mixture is cooled to room temperature
  2. customthe mixture is quenched with a 1N HCl solution
  3. custompartitioned between ethyl acetate
  4. washThe organic layer is washed with brine
  5. concentrationconcentrated

출처 및 근거

ORD 기록
ord-3f209a146c5b445d80373c9e577888c9
출처 데이터셋
uspto-grants-2011_03
특허 번호
US07910585B2

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