Potassium Carbonate → 7-(4-bromo-but-2-enyloxy)-4-(4-bromo-phenyl)-1H-benzo[d][1,2]oxazine

HRID 342221

反応式

HRID 342221 の反応式
[Br:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[C:13]3[CH:14]=[CH:15][C:16]([OH:18])=[CH:17][C:12]=3[CH2:11][O:10][N:9]=2)=[CH:4][CH:3]=1.[Br:19][CH2:20]/[CH:21]=[CH:22]/[CH2:23]Br.C(=O)([O-])[O-].[K+].[K+]>CC(C)=O>[Br:19][CH2:20][CH:21]=[CH:22][CH2:23][O:18][C:16]1[CH:15]=[CH:14][C:13]2[C:8]([C:5]3[CH:4]=[CH:3][C:2]([Br:1])=[CH:7][CH:6]=3)=[N:9][O:10][CH2:11][C:12]=2[CH:17]=1

参加物

5

反応物 3

HCID 11430Potassium CarbonateHCID 641245trans-1,4-Dibromo-2-buteneHCID 1355016334-(4-bromo-phenyl)-1H-benzo[d][1,2]oxazin-7-ol

生成物 1

HCID 676841597-(4-bromo-but-2-enyloxy)-4-(4-bromo-phenyl)-1H-benzo[d][1,2]oxazine収率 78.3%

試薬・触媒・溶媒 1

HCID 180Acetone溶媒

反応条件

温度
65 °C

実験手順

A mixture of 1.28 g of 4-(4-bromo-phenyl)-1H-benzo[d][1,2]oxazin-7-ol, 2.71 g of (E)-1,4-dibromo-2-butene and 1.74 g of potassium carbonate in 80 ml of acetone is stirred at 65° C. After cooling the reaction mixture is filtered and the filtrate is concentrated and purified by chromatography (silica gel, toluene/acetone 98:2). There are obtained 1.44 g of 7-(4-bromo-but-2-enyloxy)-4-(4-bromo-phenyl)-1H-benzo[d][1,2]oxazine, MS: m/e 437 (64%, M+, 2 Br).

後処理

  1. temperatureAfter cooling the reaction mixture
  2. filtrationis filtered
  3. concentrationthe filtrate is concentrated
  4. custompurified by chromatography (silica gel, toluene/acetone 98:2)

出典と根拠

ORDレコード
ord-a8dd78e614b643caa44ffaa4cc4cd5ae
出典データセット
uspto-grants-1999_01
特許番号
US05856503

関連ノート

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