Benzenesulfonyl chloride → 1H-Indole-5-carboxylic acid, 1-(phenylsulfonyl)-, methyl ester

HRID 84178

반응식

HRID 84178 반응식
[NH:1]1[C:9]2[C:4](=[CH:5][C:6]([C:10]([O:12][CH3:13])=[O:11])=[CH:7][CH:8]=2)[CH:3]=[CH:2]1.[OH-].[K+].[C:16]1([S:22](Cl)(=[O:24])=[O:23])[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=1>C(Cl)Cl>[CH3:13][O:12][C:10]([C:6]1[CH:5]=[C:4]2[C:9](=[CH:8][CH:7]=1)[N:1]([S:22]([C:16]1[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=1)(=[O:24])=[O:23])[CH:2]=[CH:3]2)=[O:11]

참가 물질

5

반응물 3

HCID 7369Benzenesulfonyl chlorideHCID 14797Potassium HydroxideHCID 2737635methyl 1H-indole-5-carboxylate

생성물 1

HCID 575174331H-Indole-5-carboxylic acid, 1-(phenylsulfonyl)-, methyl ester

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

After a suspension of methyl indole-5-carboxylate (1) (0.30 g, 1.71 mmol), TB AHS (0.19 g, 0.26 mmol) and KOH (0.19 g, 3.42 mmol) in CH2Cl2 (15 mL) was stirred for 20 min, benzenesulfonyl chloride (0.32 ml, 2.57 mmol) was added. The reaction mixture was stirred at room temperature overnight before it was quenched with water and extracted with CH2Cl2 (20 mL×3). The combined organic layer was dried over anhydrous MgSO4 and concentrated under reduced pressure to give a yellow residue.

후처리

  1. stirringThe reaction mixture was stirred at room temperature overnight before it
  2. customwas quenched with water
  3. extractionextracted with CH2Cl2 (20 mL×3)
  4. dry with materialThe combined organic layer was dried over anhydrous MgSO4
  5. concentrationconcentrated under reduced pressure
  6. customto give a yellow residue

출처 및 근거

ORD 기록
ord-109b10c8a30f45ad98f0915e1c6d9527
출처 데이터셋
uspto-grants-2014_09
특허 번호
US08846748B2

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