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

HRID 8452

반응식

HRID 8452 반응식
[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>CN(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]

참가 물질

5

반응물 3

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

생성물 1

HCID 22015876Methyl2-(2,3,4-trifluoroanilino)propionate수율 85%

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

반응 조건

온도
110 °C

실험 절차

Methyl (2R)-2-(2,3,4-trifluoroanilino)propionate (50 mg, 57% ee) was dissolved in N,N-dimethylformamide (DMF; 1 ml) and potassium carbonate (63.2 mg) was added thereto at room temperature. Then the liquid reaction mixture was stirred at 110° 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 (42.5 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.

후처리

  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

출처 및 근거

ORD 기록
ord-dcdfa56e5c394108a82fb8e388523d1e
출처 데이터셋
uspto-grants-2006_08
특허 번호
US07087778B2

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