Water → HCID 15018288, 화합물

HRID 846583노트

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HRID 846583 반응식
[NH2:1][C:2]1[C:7]([CH2:8][OH:9])=[C:6]([C:10]2[CH:15]=[CH:14][C:13]([F:16])=[CH:12][CH:11]=2)[C:5]([C:17]([O:19][CH3:20])=[O:18])=[C:4]([CH:21]([CH3:23])[CH3:22])[N:3]=1.[C:24](=O)(OC1C=CC=CC=1)[O:25]C1C=CC=CC=1.N12CCCN=C1CCCCC2.O>C1(C)C=CC=CC=1.C(OCC)(=O)C>[F:16][C:13]1[CH:12]=[CH:11][C:10]([C:6]2[C:7]3[CH2:8][O:9][C:24](=[O:25])[NH:1][C:2]=3[N:3]=[C:4]([CH:21]([CH3:23])[CH3:22])[C:5]=2[C:17]([O:19][CH3:20])=[O:18])=[CH:15][CH:14]=1

참가 물질

7

반응물 4

HCID 962WaterHCID 7597Diphenyl carbonateHCID 811841,8-Diazabicyclo(5.4.0)undec-7-eneHCID 14994381HCID 14994381, 화합물

생성물 1

HCID 15018288HCID 15018288, 화합물

시약·촉매·용매 2

HCID 1140Toluene용매HCID 8857Ethyl Acetate용매

실험 절차

41.3 g (0.13 mol) of the compound from Example IV are dissolved in 325 ml of toluene and heated to reflux with 33.4 g (156 mmol) of diphenyl carbonate and 21.7 g (143 mmol) of 1,8-diazabicyclo-[5.4.0]-undec-7-ene for 30 min. The mixture is cooled and treated with 300 ml of water and 150 ml of ethyl acetate. The aqueous phase is extracted with 300 ml of ethyl acetate and the combined organic phases are washed twice with 200 ml of 0.1M NaOH and once with 200 ml of saturated sodium chloride solution, dried using sodium sulphate and concentrated in vacuo. The residue which remains is chromatographed in a column (φ 20 cm) on 1.6 kg of silica gel 230-400 mesh using a mixture of petroleum ether/ethyl acetate (3:1) to (1:1).

후처리

  1. temperatureheated
  2. temperatureThe mixture is cooled
  3. extractionThe aqueous phase is extracted with 300 ml of ethyl acetate
  4. washthe combined organic phases are washed twice with 200 ml of 0.1M NaOH and once with 200 ml of saturated sodium chloride solution
  5. customdried
  6. concentrationconcentrated in vacuo
  7. customThe residue which remains is chromatographed in a column (φ 20 cm) on 1.6 kg of silica gel 230-400 mesh
  8. additiona mixture of petroleum ether/ethyl acetate (3:1) to (1:1)

출처 및 근거

ORD 기록
ord-c76a3db7d8db4f508c5560c36a40fc1b
출처 데이터셋
uspto-grants-1992_08
특허 번호
US05137881

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