Indole → 1-(Phenylsulfonyl)-1H-indole

HRID 74588

반응식

HRID 74588 반응식
[H-].[Na+].[NH:3]1[C:11]2[C:6](=[CH:7][CH:8]=[CH:9][CH:10]=2)[CH:5]=[CH:4]1.[C:12]1([S:18](Cl)(=[O:20])=[O:19])[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1.O>C1COCC1.CCOC(C)=O>[C:12]1([S:18]([N:3]2[C:11]3[C:6](=[CH:7][CH:8]=[CH:9][CH:10]=3)[CH:5]=[CH:4]2)(=[O:20])=[O:19])[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1

참가 물질

7

반응물 4

HCID 798IndoleHCID 962WaterHCID 7369Benzenesulfonyl chlorideHCID 24758Sodium hydride

생성물 1

HCID 3150171-(Phenylsulfonyl)-1H-indole

시약·촉매·용매 2

HCID 8028Tetrahydrofuran용매HCID 8857Ethyl Acetate용매

실험 절차

0.89 g (22 mmol) sodium hydride (60%) were added to 2.0 g (17 mmol) indole in 30 mL THF while cooling with an ice bath and the mixture was stirred for 15 min at this temperature. Then 2.2 mL (17 mmol) benzenesulphonic acid chloride were added and stirred overnight at RT. The reaction mixture was combined with water and EtOAc and extracted several times with EtOAc. The combined organic phases were dried on sodium sulphate and evaporated down.

후처리

  1. temperaturewhile cooling with an ice bath
  2. stirringstirred overnight at RT
  3. extractionextracted several times with EtOAc
  4. customThe combined organic phases were dried on sodium sulphate
  5. customevaporated down

출처 및 근거

ORD 기록
ord-54723267a08c44ae9c7b22df19a3b48f
출처 데이터셋
uspto-grants-2014_09
특허 번호
US08829006B2

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