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

HRID 650001

反応式

HRID 650001 の反応式
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

参加物

9

反応物 4

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

生成物 1

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

試薬・触媒・溶媒 4

HCID 23938Palladium触媒HCID 702Ethanol溶媒HCID 1140Toluene溶媒HCID 10340Sodium Carbonate溶媒

実験手順

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).

後処理

  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

出典と根拠

ORDレコード
ord-b04ddccd5c894e45a90bb6cdb81f3a2a
出典データセット
uspto-grants-2001_08
特許番号
US06271225B1

関連ノート

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