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

HRID 466917ノート

反応式

HRID 466917 の反応式
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

参加物

4

反応物 2

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-ced3c9d0286a40f5897a6bc492b63fbd
出典データセット
uspto-grants-1992_10
特許番号
US05158597

反応ノート

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