Water → Methyl2-(2,3,4-trifluoroanilino)propionate

HRID 8453

反応式

HRID 8453 の反応式
[F:1][C:2]1[C:14]([F:15])=[C:13]([F:16])[CH:12]=[CH:11][C:3]=1[NH:4][C@H:5]([CH3:10])[C:6]([O:8][CH3:9])=[O:7].C(=O)([O-])[O-].[K+].[K+].O>CC(N(C)C)=O>[F:1][C:2]1[C:14]([F:15])=[C:13]([F:16])[CH:12]=[CH:11][C:3]=1[NH:4][CH:5]([CH3:10])[C:6]([O:8][CH3:9])=[O:7]

参加物

5

反応物 3

HCID 962WaterHCID 11430Potassium CarbonateHCID 10149157Methyl (2R)-2-(2,3,4-trifluoroanilino)propionate

生成物 1

HCID 22015876Methyl2-(2,3,4-trifluoroanilino)propionate収率 89.5%

試薬・触媒・溶媒 1

HCID 31374Dimethylacetamide溶媒

反応条件

温度
95 °C

実験手順

Methyl (2R)-2-(2,3,4-trifluoroanilino)propionate (200 mg, 57% ee) was dissolved in dimethylacetamide (DMAc; 3 ml) and potassium carbonate (474.1 mg) was added thereto at room temperature. Then the liquid reaction mixture was stirred at 95° C. for 19 hours. After adding water to the liquid reaction mixture, the aqueous layer was extracted with ethyl acetate. The organic layer was washed with water and dried over anhydrous magnesium sulfate. After evaporating the solvent, the obtained residue was subjected to silica gel column chromatography (ethyl acetate-normal hexane=1:4) to thereby give the title compound (179 mg) as colorless crystals. The optical purity of this product was 0% ee. The 1H-NMR and IR spectral data of this product was identical with those of the compound obtained in Example 5.

後処理

  1. customat room temperature
  2. customThen the liquid reaction mixture
  3. customto the liquid reaction mixture
  4. extractionthe aqueous layer was extracted with ethyl acetate
  5. washThe organic layer was washed with water
  6. dry with materialdried over anhydrous magnesium sulfate
  7. customAfter evaporating the solvent

出典と根拠

ORDレコード
ord-ededfd14e64e4ad0b58e9594ed60cb25
出典データセット
uspto-grants-2006_08
特許番号
US07087778B2

関連ノート

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