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Phenethyl bromide → 4-(2-Bromoethyl)benzenesulfonyl chloride

HRID 2360593
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HRID 2360593 반응식
[Br:1][CH2:2][CH2:3][C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][CH:5]=1.[Cl:10][S:11](O)(=[O:13])=[O:12]>C(Cl)(Cl)Cl>[Br:1][CH2:2][CH2:3][C:4]1[CH:9]=[CH:8][C:7]([S:11]([Cl:10])(=[O:13])=[O:12])=[CH:6][CH:5]=1
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참가 물질

4

반응물 2

HCID 7666Phenethyl bromideHCID 24638Chlorosulfonic acid

생성물 1

HCID 128467754-(2-Bromoethyl)benzenesulfonyl chloride수율 80.6%

시약·촉매·용매 1

HCID 6212Chloroform용매2회

실험 절차

To a solution of 2-bromoethylbenzene (10.0 g; 54 mmol) in 16 ml of chloroform placed at a temperature of 0° C. was added dropwise a solution of chlorosulfonic acid (162 mmol, 18.87 g; 10.82 ml) in 11 ml of chloroform. After 15 minutes at 0° C., the reaction was maintained at room temperature for 3 hours. The reaction mixture was poured onto ice, and the aqueous phase was extracted with chloroform. The combined organic phases were washed with saturated sodium chloride solution and dried over anhydrous sodium sulfate. The solvent was evaporated off to give 12.34 g of crude product, which was purified by chromatography on a column of silica, eluting with chloroform (76% yield). The product obtained was used for the following reaction without further purification.

후처리

  1. customplaced at a temperature of 0° C.
  2. additionThe reaction mixture was poured onto ice
  3. extractionthe aqueous phase was extracted with chloroform
  4. washThe combined organic phases were washed with saturated sodium chloride solution
  5. dry with materialdried over anhydrous sodium sulfate
  6. customThe solvent was evaporated off

출처 및 근거

ORD 기록
ord-32f1c94e187f430c8540b35bf68c0823
출처 데이터셋
uspto-grants-2014_04
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08686147B2

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