Ammonia → HCID 19973071, 화합물

HRID 2380322노트

반응식

HRID 2380322 반응식
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]

참가 물질

10

반응물 5

HCID 222AmmoniaHCID 313Hydrochloric Acid2회HCID 92571H-1,2,4-TriazoleHCID 11430Potassium CarbonateHCID 19973079HCID 19973079, 화합물

생성물 1

HCID 19973071HCID 19973071, 화합물

시약·촉매·용매 4

HCID 702Ethanol용매HCID 962Water용매2회HCID 6228Dimethylformamide용매HCID 8857Ethyl Acetate용매2회

실험 절차

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-1-yl)butanamide.

후처리

  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)

출처 및 근거

ORD 기록
ord-736916b94ea4429195ec5944a4b6c61b
출처 데이터셋
uspto-grants-1994_11
특허 번호
US05366989

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