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Acetate → HCID 53862012、化合物

HRID 1282864
ノート
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反応式

HRID 1282864 の反応式
[Br:1]Br.[C:3]([O-:6])(=[O:5])[CH3:4].[Cl:7][C:8]([Cl:19])([Cl:18])[CH2:9][C:10]([C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1)=[CH2:11]>C(Cl)(Cl)(Cl)Cl.C([O-])(=O)C.[Ag+]>[C:3]([O:6][C:10]([CH2:11][Br:1])([CH2:9][C:8]([Cl:18])([Cl:19])[Cl:7])[C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1)(=[O:5])[CH3:4]
参加物実験手順後処理出典と根拠反応ノート

参加物

6

反応物 3

HCID 175AcetateHCID 24408Bromine2 回HCID 88346Travron G

生成物 1

HCID 53862012HCID 53862012、化合物

試薬・触媒・溶媒 2

HCID 11246Silver acetate触媒HCID 5943Carbon Tetrachloride溶媒3 回

実験手順

Silver acetate (17.0 grams; 0.10 mole) was mixed with 200 ml. of carbon tetrachloride and the mixture cooled in an aqueous alcohol bath to about -11° to -13°C. A solution of bromine (16.0 grams; 0.10 mole) in 100 ml. of carbon tetrachloride was added dropwise to the acetate solution while maintaining the reaction mixture temperature below about -11°C. Upon the completion of the bromine addition, the reaction mixture was stirred at temperatures below about -11°C. for about 30 minutes. Following this period, a solution of α-(2,2,2-trichloroethyl)styrene (11.2 grams; 0.05 mole) in 100 ml of carbon tetrachloride was added dropwise to the reaction mixture over a period of about one hour, while maintaining the reaction mixture temperature below about 5°C. The reaction mixture was warmed to ambient temperatures and stirred for a period of from about 1 to about 15 hours. Following this period the reaction mixture was filtered and the recovered silver halide precipitate extracted with methylene chloride. The extract was combined with the filtrate and the mixture washed successively with 5% NaHSO3 (3-100 ml. portions) and 100 ml. of water and then dried over sodium sulfate. The organic product layer was then evaporated in vacuo to obtain the desired α-(bromomethyl)-α -(2,2,2-trichloroethyl)benzyl acetate as a light yellow oil.

後処理

  1. temperaturewhile maintaining the reaction mixture temperature below about -11°C
  2. waitFollowing this period
  3. temperaturewhile maintaining the reaction mixture temperature below about 5°C
  4. temperatureThe reaction mixture was warmed to ambient temperatures
  5. stirringstirred for a period of from about 1 to about 15 hours
  6. waitFollowing this period
  7. filtrationthe reaction mixture was filtered
  8. extractionthe recovered silver halide precipitate extracted with methylene chloride
  9. washthe mixture washed successively with 5% NaHSO3 (3-100 ml. portions) and 100 ml
  10. dry with materialof water and then dried over sodium sulfate
  11. customThe organic product layer was then evaporated in vacuo

出典と根拠

ORDレコード
ord-cb8609352ac54db3baf684ae668a8c9f
出典データセット
uspto-grants-1976_08
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US03972913

反応ノート

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