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

HRID 71704노트

반응식

HRID 71704 반응식
[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

참가 물질

4

반응물 1

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

생성물 1

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

시약·촉매·용매 2

HCID 962Water용매HCID 1004Phosphoric Acid용매

반응 조건

온도
160 °C

실험 절차

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).

후처리

  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

출처 및 근거

ORD 기록
ord-491a4729ede64f0386a987b8ac9d7963
출처 데이터셋
uspto-grants-2014_09
특허 번호
US08822430B2

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