Dimethylboronbromide → 1,1-Bis(2-hydroxyphenyl)cyclopropane

HRID 466917노트

반응식

HRID 466917 반응식
C[O:2][C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][C:4]=1[C:9]1([C:12]2[CH:17]=[CH:16][CH:15]=[CH:14][C:13]=2[O:18]C)[CH2:11][CH2:10]1.BrB(C)C>ClCCl>[OH:2][C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][C:4]=1[C:9]1([C:12]2[CH:17]=[CH:16][CH:15]=[CH:14][C:13]=2[OH:18])[CH2:11][CH2:10]1

참가 물질

4

반응물 2

HCID 123224DimethylboronbromideHCID 148397041,1-Bis(2-methoxyphenyl)cyclopropane

생성물 1

HCID 148397051,1-Bis(2-hydroxyphenyl)cyclopropane

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

1,1-Bis(2-methoxyphenyl)cyclopropane (10.0 g, 0.039 mole) was combined with 60 ml of dichloromethane and the mixture was cooled in an ice bath and then treated with 10.0 ml of bromodimethylborane with cooling and stirring. The starting material was consumed in less than 1 hour as determined by gas-liquid chromatography. The mixture was then diluted with 500 ml of ether and the resulting solution was extracted twice with water and then with water saturated with ammonium chloride, dried over magnesium sulfate, filtered, and concentrated by evaporation under reduced pressure to obtain 9.0 g (101 percent of theory) of the title compound as a brownish-black solid; m.p., 158°-160° C. This eluted as one clean peak in gas-liquid chromatography and had a proton NMR spectrum consistent with the assigned structure.

후처리

  1. temperaturethe mixture was cooled in an ice bath
  2. temperaturewith cooling
  3. customThe starting material was consumed in less than 1 hour
  4. additionThe mixture was then diluted with 500 ml of ether
  5. extractionthe resulting solution was extracted twice with water
  6. dry with materialwith water saturated with ammonium chloride, dried over magnesium sulfate
  7. filtrationfiltered
  8. concentrationconcentrated by evaporation under reduced pressure

출처 및 근거

ORD 기록
ord-ced3c9d0286a40f5897a6bc492b63fbd
출처 데이터셋
uspto-grants-1992_10
특허 번호
US05158597

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