4,4'-Dibromo-2,2'-bis-hydroxymethyl-biphenyl → 3,9-Dibromo-5,7-dihydrodibenzo[c,e]oxepine

HRID 71704ノート

反応式

HRID 71704 の反応式
[Br:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[CH:13]=[CH:12][C:11]([Br:14])=[CH:10][C:9]=2[CH2:15]O)=[C:4]([CH2:17][OH:18])[CH:3]=1>P(=O)(O)(O)O.O>[Br:14][C:11]1[CH:12]=[CH:13][C:8]2[C:5]3[CH:6]=[CH:7][C:2]([Br:1])=[CH:3][C:4]=3[CH2:17][O:18][CH2:15][C:9]=2[CH:10]=1

参加物

4

反応物 1

HCID 113721754,4'-Dibromo-2,2'-bis-hydroxymethyl-biphenyl

生成物 1

HCID 223161653,9-Dibromo-5,7-dihydrodibenzo[c,e]oxepine収率 95%

試薬・触媒・溶媒 2

HCID 962Water溶媒HCID 1004Phosphoric Acid溶媒

反応条件

温度
160 °C

実験手順

The suspension of (4,4′-dibromo-2′-hydroxymethyl-biphenyl-2-yl)-methanol (460 mg) in phosphoric acid (25 ml) was heated at 160° C. for 4 hours. The mixture was cooled and diluted with water (100 ml), and was extracted with EtOAC. The organic phase was washed with water, saturated sodium bicarbonate, and brine, and was dried with sodium sulfate. Concentration yielded 3,9-dibromo-5,7-dihydro-dibenzo[c,e]oxepine (416 mg).

後処理

  1. temperatureThe mixture was cooled
  2. extractionwas extracted with EtOAC
  3. washThe organic phase was washed with water, saturated sodium bicarbonate, and brine
  4. dry with materialwas dried with sodium sulfate
  5. concentrationConcentration

出典と根拠

ORDレコード
ord-491a4729ede64f0386a987b8ac9d7963
出典データセット
uspto-grants-2014_09
特許番号
US08822430B2

反応ノート

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