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

HRID 604282ノート

反応式

HRID 604282 の反応式
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]

参加物

5

反応物 2

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

生成物 1

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

試薬・触媒・溶媒 2

HCID 887Methanol溶媒2 回HCID 8028Tetrahydrofuran溶媒

反応条件

温度
100 °C

実験手順

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).

後処理

  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

出典と根拠

ORDレコード
ord-3f209a146c5b445d80373c9e577888c9
出典データセット
uspto-grants-2011_03
特許番号
US07910585B2

反応ノート

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