Thionylchloride water → 3,4,5-Trifluorobenzenesulfonyl chloride

HRID 1782119

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HRID 1782119 반응식
[O:1]=[S:2]([Cl:4])Cl.[OH2:5].[F:6][C:7]1[CH2:8][C:9](=[N+]=[N-])[CH:10]=[C:11]([F:14])[C:12]=1[F:13]>>[F:6][C:7]1[CH:8]=[C:9]([S:2]([Cl:4])(=[O:1])=[O:5])[CH:10]=[C:11]([F:14])[C:12]=1[F:13]

참가 물질

3

반응물 2

HCID 86607486Thionylchloride waterHCID 866074873,4,5-Trifluorodiazobenzene

생성물 1

HCID 27788583,4,5-Trifluorobenzenesulfonyl chloride수율 83%

반응 조건

온도
-10 °C

실험 절차

The flask containing the SOCl2/H2O solution is cooled again to −10° C. and a catalytic amount of Cu(I)Cl (˜50 mg) was added. The solution turns dark green in color. The flask was fitted with a 500 mL addition funnel (previously chilled to 0° C.) and the 3,4,5-trifluorodiazobenzene solution was quickly transferred to the funnel. The solution was immediately added dropwise over a period of 3 min. After addition, the reaction mixture slowly turns darker green in color, but after stirring for 5 min becomes bright, lime green. The reaction was stirred for an additional hour while warming to room temperature. The reaction mixture was transferred to a separatory funnel and extracted with CH2Cl2 (3×200 mL). The organic phases are combined and dried over anhydrous Na2SO4, filtered, and concentrated to give a dark-bronze oil (79.5 g, 83%).

후처리

  1. customThe flask was fitted with a 500 mL addition funnel (
  2. additionThe solution was immediately added dropwise over a period of 3 min
  3. additionAfter addition
  4. stirringThe reaction was stirred for an additional hour
  5. temperaturewhile warming to room temperature
  6. customThe reaction mixture was transferred to a separatory funnel
  7. extractionextracted with CH2Cl2 (3×200 mL)
  8. dry with materialdried over anhydrous Na2SO4
  9. filtrationfiltered
  10. concentrationconcentrated

출처 및 근거

ORD 기록
ord-a93a042afc094e30a288bfc84bfe67eb
출처 데이터셋
uspto-grants-2009_03
특허 번호
US07498358B2

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