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

HRID 129514ノート

反応式

HRID 129514 の反応式
[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]

参加物

4

反応物 2

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-a0192081f2694ae68585e306cd608620
出典データセット
uspto-grants-1995_11
特許番号
US05468768

反応ノート

読み込み中…