Water → HCID 18689382, 화합물

HRID 1871842노트

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HRID 1871842 반응식
[CH3:1][O:2][C:3]1[CH:4]=[C:5]([C:9]2[O:10][C:11]([CH3:16])([CH3:15])[C:12](=O)[N:13]=2)[CH:6]=[CH:7][CH:8]=1.[CH:17]12[CH2:26][CH:21]3[CH2:22][CH:23]([CH2:25][CH:19]([CH2:20]3)[C:18]1=O)[CH2:24]2.O.C(OCC)(=O)C>C1COCC1.[Cu].[Zn].[Cl-].[Cl-].[Cl-].[Ti+3]>[CH:17]12[CH2:26][CH:21]3[CH2:22][CH:23]([CH2:25][CH:19]([CH2:20]3)[C:18]1=[C:12]1[C:11]([CH3:16])([CH3:15])[O:10][C:9]([C:5]3[CH:6]=[CH:7][CH:8]=[C:3]([O:2][CH3:1])[CH:4]=3)=[N:13]1)[CH2:24]2

참가 물질

8

반응물 4

HCID 962WaterHCID 8857Ethyl AcetateHCID 64151AdamantanoneHCID 18689379HCID 18689379, 화합물

생성물 1

HCID 18689382HCID 18689382, 화합물

시약·촉매·용매 3

HCID 10290809Zinc copper couple촉매HCID 10313229titanium(III) trichloride촉매HCID 8028Tetrahydrofuran용매

실험 절차

122 mmol zinc-copper couple is added to a suspension of 35 mmol titanium trichloride in 60 ml absolute THF while stirring carefully. After heating for one hour under reflux a mixture of 11.4 mmol 2-(3'-methoxyphenyl)-5,5-dimethyl-oxazolin-4-one and 8.1 mmol adamantanone is added after cooling to room temperature. It is heated for 4 h to boiling at reflux. After cooling to room temperature it is poured onto 200 ml water. The mixture is shaken out twice with 200 ml ethyl acetate. The combined organic phases are washed once with water and separated. After drying over sodium sulfate it is filtered and the solvent is removed by distillation. The oily residue is separated by column chromatography (silica gel: ethyl acetate/petroleum ether 1:9).

후처리

  1. temperatureAfter heating for one hour
  2. temperatureunder reflux
  3. additionis added
  4. temperatureIt is heated for 4 h
  5. temperatureat reflux
  6. temperatureAfter cooling to room temperature it
  7. washThe combined organic phases are washed once with water
  8. customseparated
  9. dry with materialAfter drying over sodium sulfate it
  10. filtrationis filtered
  11. customthe solvent is removed by distillation
  12. customThe oily residue is separated by column chromatography (silica gel: ethyl acetate/petroleum ether 1:9)

출처 및 근거

ORD 기록
ord-f6c2394e6ace45fbb9eafe48221447be
출처 데이터셋
uspto-grants-2000_08
특허 번호
US06107036

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