Ammonia → HCID 19973071、化合物

HRID 1451949ノート

反応式

HRID 1451949 の反応式
Cl[CH2:2][C:3]([OH:18])([C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1)[C:4]([F:11])([F:10])[C:5](OCC)=[O:6].[NH3:19].Cl.[NH:21]1[CH:25]=[N:24][CH:23]=[N:22]1.C(=O)([O-])[O-].[K+].[K+]>C(O)C.CN(C)C=O.O.C(OCC)(=O)C>[F:10][C:4]([F:11])([C:3]([OH:18])([C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1)[CH2:2][N:21]1[CH:25]=[N:24][CH:23]=[N:22]1)[C:5]([NH2:19])=[O:6]

参加物

10

反応物 5

HCID 222AmmoniaHCID 313Hydrochloric Acid2 回HCID 92571H-1,2,4-TriazoleHCID 11430Potassium CarbonateHCID 19973079HCID 19973079、化合物

生成物 1

HCID 19973071HCID 19973071、化合物

試薬・触媒・溶媒 4

HCID 702Ethanol溶媒HCID 962Water溶媒2 回HCID 6228Dimethylformamide溶媒HCID 8857Ethyl Acetate溶媒2 回

実験手順

In 5 ml of ethanol was dissolved 1.0 g of ethyl 4-chloro-2,2-difluoro-3-hydroxy-3-phenylbutyrate. To the resulting solution was added 0.98 ml of a concentrated aqueous ammonia. The solution was subjected to reaction at 25°-30° C. for 3 hours. The solvent was removed by distillation under reduced pressure. To the residue obtained were added 20 ml of ethyl acetate and 20 ml of water. The resulting solution was adjusted to pH 1.0 with 6N hydrochloric acid. The organic layer was separated, washed with a saturated aqueous sodium chloride solution, and then dried over anhydrous magnesium sulfate. Thereafter, the solvent was removed by distillation under reduced pressure. The residue obtained was dissolved in 10 ml of N,N-dimethylformamide. To the solution were added 0.5 g of 1,2,4-triazole and 1.0 g of anhydrous potassium carbonate. The resulting mixture was subjected to reaction at 70° C. for 10 hours. Then, the solvent was removed by distillation under reduced pressure. To the residue obtained were added 20 ml of ethyl acetate and 20 ml of water. The resulting solution was adjusted to pH 1.0 with 6N hydrochloric acid. The organic layer was separated, washed with a saturated aqueous sodium chloride solution, and then dried over anhydrous magnesium sulfate. Thereafter, the solvent was removed by distillation under reduced pressure. The residue thus obtained was purified by a column chromatography (eluant:chloroform/methanol=50/1) to obtain 0.30 g of 2,2-difluoro-3-hydroxy-3-phenyl-4-(1H-1,2,4-triazol-1yl)butanamide.

後処理

  1. customThe solution was subjected to reaction at 25°-30° C. for 3 hours
  2. customThe solvent was removed by distillation under reduced pressure
  3. customTo the residue obtained
  4. customThe organic layer was separated
  5. washwashed with a saturated aqueous sodium chloride solution
  6. dry with materialdried over anhydrous magnesium sulfate
  7. customThereafter, the solvent was removed by distillation under reduced pressure
  8. customThe residue obtained
  9. customThe resulting mixture was subjected to reaction at 70° C. for 10 hours
  10. customThen, the solvent was removed by distillation under reduced pressure
  11. customTo the residue obtained
  12. customThe organic layer was separated
  13. washwashed with a saturated aqueous sodium chloride solution
  14. dry with materialdried over anhydrous magnesium sulfate
  15. customThereafter, the solvent was removed by distillation under reduced pressure
  16. customThe residue thus obtained
  17. customwas purified by a column chromatography (eluant:chloroform/methanol=50/1)

出典と根拠

ORDレコード
ord-45489c922ee04f51a2c18583f4f5c49e
出典データセット
uspto-grants-1997_02
特許番号
US05605921

反応ノート

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