Trifluoroacetic acid → 5-[(Methylsulfonyl)methyl]-1H-indole

HRID 1080692노트

반응식

HRID 1080692 반응식
[CH3:1][S:2]([CH2:5][C:6]1[CH:7]=[C:8]2[C:12](=[CH:13][CH:14]=1)[NH:11][C:10]([Si](C)(C)C)=[CH:9]2)(=[O:4])=[O:3].FC(F)(F)C(O)=O>C(Cl)Cl>[CH3:1][S:2]([CH2:5][C:6]1[CH:7]=[C:8]2[C:12](=[CH:13][CH:14]=1)[NH:11][CH:10]=[CH:9]2)(=[O:4])=[O:3]

참가 물질

4

반응물 2

HCID 6422Trifluoroacetic acidHCID 233658125-[(Methylsulfonyl)methyl]-2-(trimethylsilyl)-1H-indole

생성물 1

HCID 193717855-[(Methylsulfonyl)methyl]-1H-indole수율 51%

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

5-[(Methylsulfonyl)methyl]-2-(trimethylsilyl)-1H-indole (2) (1.5 g, 0.00534 mol) was dissolved in CH2Cl2 (70 mL). Trifluoroacetic acid (2 mL) was added and the mixture was stirred at RT for 2 h. The solvent was concentrated in vacuo and the residue was dissolved in EtOAc and extracted with sat. NaHCO3 and then with brine. The organic phase was dried over MgSO4, filtered and evaporate in vacuo. Silica gel chromatography (50-100% EtOAc gradient in hexane) of the concentrate gave the product 0.57 g, 51%) as a brown oil.

후처리

  1. concentrationThe solvent was concentrated in vacuo
  2. dissolutionthe residue was dissolved in EtOAc
  3. extractionextracted with sat. NaHCO3
  4. dry with materialThe organic phase was dried over MgSO4
  5. filtrationfiltered
  6. customevaporate in vacuo

출처 및 근거

ORD 기록
ord-723edcb1fd8b4666b874b1995f7c138c
출처 데이터셋
uspto-grants-1996_12
특허 번호
US05583149

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