Diisopropyl Ether → phenylthieno[2,3-b][1,5]benzoxazepin-4(5H)-one

HRID 650001

반응식

HRID 650001 반응식
Br[C:2]1[S:16][C:5]2[O:6][C:7]3[CH:15]=[CH:14][CH:13]=[CH:12][C:8]=3[NH:9][C:10](=[O:11])[C:4]=2[CH:3]=1.B([O-])([O-])O[C:19]1[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=1.C(OC(C)C)(C)C.C(OCC)(=O)C>C(=O)([O-])[O-].[Na+].[Na+].C1(C)C=CC=CC=1.C(O)C.[Pd]>[C:19]1([C:2]2[S:16][C:5]3[O:6][C:7]4[CH:15]=[CH:14][CH:13]=[CH:12][C:8]=4[NH:9][C:10](=[O:11])[C:4]=3[CH:3]=2)[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=1

참가 물질

9

반응물 4

HCID 7914Diisopropyl EtherHCID 8857Ethyl AcetateHCID 184221932-Bromothieno[2,3-b][1,5]benzoxazepin-4(5H)-oneHCID 19793864Phenylborate

생성물 1

HCID 18422186phenylthieno[2,3-b][1,5]benzoxazepin-4(5H)-one수율 83.8%

시약·촉매·용매 4

HCID 23938Palladium촉매HCID 702Ethanol용매HCID 1140Toluene용매HCID 10340Sodium Carbonate용매

실험 절차

2-Bromothieno[2,3-b][1,5]benzoxazepin-4(5H)-one (1.0 g) was dissolved in 2M sodium carbonate (8 ml)-toluene (8 ml)-ethanol (8 ml) and phenyl borate (620 mg) and tetrakstriphenylphosphine palladium (390 mg) were added. The mixture was stirred under reflux with heating for 80 minutes. The reaction system was cooled to room temperature and diisopropyl ether and ethyl acetate were added. The precipitated crystals were collected by filtration and the obtained crystals were washed with ethyl acetate and water to give phenylthieno[2,3-b][1,5]benzoxazepin-4(5H)-one (830 mg).

후처리

  1. additionwere added
  2. temperatureunder reflux
  3. temperaturewith heating for 80 minutes
  4. filtrationThe precipitated crystals were collected by filtration
  5. washthe obtained crystals were washed with ethyl acetate and water

출처 및 근거

ORD 기록
ord-b04ddccd5c894e45a90bb6cdb81f3a2a
출처 데이터셋
uspto-grants-2001_08
특허 번호
US06271225B1

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