Water → 5-(2,4-Bis-benzyloxy-5-tert-butyl-phenyl)-isoxazole-3-carboxylic acid ethyl ester

HRID 646495노트

반응식

HRID 646495 반응식
Cl.[NH2:2]O.[CH2:4]([O:6][C:7](=[O:39])[C:8](O)=[CH:9][C:10]([C:12]1[CH:17]=[C:16]([C:18]([CH3:21])([CH3:20])[CH3:19])[C:15]([O:22][CH2:23][C:24]2[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=2)=[CH:14][C:13]=1[O:30][CH2:31][C:32]1[CH:37]=[CH:36][CH:35]=[CH:34][CH:33]=1)=[O:11])[CH3:5].O>C(O)C>[CH2:4]([O:6][C:7]([C:8]1[CH:9]=[C:10]([C:12]2[CH:17]=[C:16]([C:18]([CH3:21])([CH3:20])[CH3:19])[C:15]([O:22][CH2:23][C:24]3[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=3)=[CH:14][C:13]=2[O:30][CH2:31][C:32]2[CH:37]=[CH:36][CH:35]=[CH:34][CH:33]=2)[O:11][N:2]=1)=[O:39])[CH3:5]

참가 물질

5

반응물 3

HCID 962WaterHCID 443297Hydroxyamine hydrochlorideHCID 178473080HCID 178473080, 화합물

생성물 1

HCID 247738805-(2,4-Bis-benzyloxy-5-tert-butyl-phenyl)-isoxazole-3-carboxylic acid ethyl ester수율 89.1%

시약·촉매·용매 1

HCID 702Ethanol용매

실험 절차

Hydroxylamine hydrochloride (3.6 g, 52 mmol) was added to a solution of 4-(2,4-Bis-benzyloxy-5-tert-butyl-phenyl)-2-hydroxy-4-oxo-but-2-enoic acid ethyl ester (9.0 g, 18.5 mmol) in ethanol (75 ml) and the suspension heated under reflux for ˜4 hrs. The resulting solution was allowed to cool and poured into water (200 ml) to give an off-white precipitate. The solids were removed by filtration and taken up in dichloromethane (150 ml). The solution was washed with water (150 ml) and saturated aqueous sodium chloride solution (50 ml). The solution was dried over anhydrous sodium sulphate and concentrated to an off-white solid. Solids were washed with hexane and dried in vacuo (40° C.), to give 5-(2,4-bis-benzyloxy-5-tert-butyl-phenyl)-isoxazole-3-carboxylic acid ethyl ester as a pale brown powder (8.0 g, 89%).

후처리

  1. temperaturethe suspension heated
  2. temperatureunder reflux for ˜4 hrs
  3. temperatureto cool
  4. customto give an off-white precipitate
  5. customThe solids were removed by filtration
  6. washThe solution was washed with water (150 ml) and saturated aqueous sodium chloride solution (50 ml)
  7. dry with materialThe solution was dried over anhydrous sodium sulphate
  8. concentrationconcentrated to an off-white solid
  9. washSolids were washed with hexane
  10. customdried in vacuo (40° C.)

출처 및 근거

ORD 기록
ord-228fb8dbd5b34b169fbcb78b9b748418
출처 데이터셋
uspto-grants-2010_04
특허 번호
US07705027B2

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