Thionyl Chloride → 5-Bromo-1-chloro-2,3-dihydro-1H-indene

HRID 735029ノート

反応式

HRID 735029 の反応式
S(Cl)([Cl:3])=O.[Br:5][C:6]1[CH:7]=[C:8]2[C:12](=[CH:13][CH:14]=1)[CH:11](O)[CH2:10][CH2:9]2.C(=O)([O-])O.[Na+]>ClCCl>[Br:5][C:6]1[CH:7]=[C:8]2[C:12](=[CH:13][CH:14]=1)[CH:11]([Cl:3])[CH2:10][CH2:9]2

参加物

5

反応物 3

HCID 24386Thionyl ChlorideHCID 516892Sodium BicarbonateHCID 134862995-bromo-2,3-dihydro-1H-inden-1-ol

生成物 1

HCID 223495155-Bromo-1-chloro-2,3-dihydro-1H-indene

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒2 回

実験手順

3.09 mL (37.45 mmol) of thionyl chloride, dissolved in cooled dichloromethane, are added dropwise at −10° C. to a solution of 3.8 g (17.83 mmol) of 5-bromoindan-1-ol in 200 mL dichloromethane. The reaction mixture is allowed to come up slowly to ambient temperature and stirred for 14 hours at ambient temperature. Then ice and 100 mL of dilute sodium hydrogen carbonate solution are added successively. The organic phase is extracted twice with 50 mL of water. The combined organic phases are dried over magnesium sulfate, filtered and the solvent is distilled off. Yield: 3.7 g (90% of theory); C9H8BrCl (M=231.52); Rf value: 0.91 (silica gel, petroleum ether/ethyl acetate (6:4)).

後処理

  1. customto come up slowly to ambient temperature
  2. extractionThe organic phase is extracted twice with 50 mL of water
  3. dry with materialThe combined organic phases are dried over magnesium sulfate
  4. filtrationfiltered
  5. distillationthe solvent is distilled off

出典と根拠

ORDレコード
ord-c8c49d2cd1ab4a0dbace2e5a9eb1a5cf
出典データセット
uspto-grants-2009_09
特許番号
US07592373B2

反応ノート

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