Oxalyl chloride → 4-Hydroxybenzene-1-sulfonyl chloride

HRID 1966130노트

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HRID 1966130 반응식
[Na].O.O.[OH:4][C:5]1[CH:10]=[CH:9][C:8]([S:11]([OH:14])(=O)=[O:12])=[CH:7][CH:6]=1.C(Cl)(=O)C([Cl:18])=O>CN(C)C=O.ClCCl>[OH:4][C:5]1[CH:10]=[CH:9][C:8]([S:11]([Cl:18])(=[O:14])=[O:12])=[CH:7][CH:6]=1

참가 물질

6

반응물 3

HCID 65578Oxalyl chlorideHCID 5360545SodiumHCID 865908324-Hydroxybenzene-1-sulfonic acid dihydrate

생성물 1

HCID 114240934-Hydroxybenzene-1-sulfonyl chloride수율 100%

시약·촉매·용매 2

HCID 6228Dimethylformamide용매HCID 6344Dichloromethane용매

반응 조건

온도
-30 °C

실험 절차

A solution of 7 g (30 mmol) of the sodium salt of 4-hydroxybenzenesulfonic acid dihydrate in 40 ml of dimethylformamide is added dropwise to a solution of 15.5 ml (181 mmol) of oxalyl chloride in 120 ml of dichloromethane cooled to −30° C. The reaction medium is slowly brought back to ambient temperature and then stirred at ambient temperature for 18 h. After the addition of 200 ml of ice, the reaction medium is extracted with ethyl acetate. The organic phase is washed with water and with a saturated aqueous solution of sodium chloride, dried over magnesium sulfate, filtered and concentrated. 6.2 g (100%) of 4-hydroxybenzenesulfonyl chloride are obtained in the form of a colorless oil.

후처리

  1. customis slowly brought back to ambient temperature
  2. extractionthe reaction medium is extracted with ethyl acetate
  3. washThe organic phase is washed with water and with a saturated aqueous solution of sodium chloride
  4. dry with materialdried over magnesium sulfate
  5. filtrationfiltered
  6. concentrationconcentrated

출처 및 근거

ORD 기록
ord-ac86793eb3624310ac8d6ece65861839
출처 데이터셋
uspto-grants-2013_04
특허 번호
US08420632B2

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