Potassium Iodide → Ethyl 2-(2-methyl-1H-indol-1-yl)acetate

HRID 1802752ノート

反応式

HRID 1802752 の反応式
[CH3:1][C:2]1[NH:3][C:4]2[C:9]([CH:10]=1)=[CH:8][CH:7]=[CH:6][CH:5]=2.Br[CH2:12][C:13]([O-:15])=[O:14].C(=O)([O-])[O-].[Cs+].[Cs+].[I-].[K+].[C:24](#N)[CH3:25]>C(OCC)(=O)C>[CH2:24]([O:15][C:13](=[O:14])[CH2:12][N:3]1[C:4]2[C:9](=[CH:8][CH:7]=[CH:6][CH:5]=2)[CH:10]=[C:2]1[CH3:1])[CH3:25]

参加物

7

反応物 5

HCID 4875Potassium IodideHCID 6226BromoacetateHCID 6342AcetonitrileHCID 72242-MethylindoleHCID 10796Cesium carbonate

生成物 1

HCID 28881253Ethyl 2-(2-methyl-1H-indol-1-yl)acetate収率 82%

試薬・触媒・溶媒 1

HCID 8857Ethyl Acetate溶媒

実験手順

A solution of 2-methyl-1H-indole (1.0 g, 7.6 mmol) in acetonitrile (25 mL) was treated with 2-bromoacetate (2.54 mL, 22.9 mmol), cesium carbonate (2.10 g, 11.4 mmol) and potassium iodide (253 mg, 1.52 mmol) and the resulting mixture was stirred at room temperature for 16 h. The mixture was diluted with ethyl acetate, washed with water and brine, dried over sodium sulfate, filtered, and concentrated, and the residue was purified to give (2-methyl-indol-1-yl)-acetic acid ethyl ester (1.36 g, 82% yield). LCMS (m/z): 218.1 (M+1).

後処理

  1. washwashed with water and brine
  2. dry with materialdried over sodium sulfate
  3. filtrationfiltered
  4. concentrationconcentrated
  5. customthe residue was purified

出典と根拠

ORDレコード
ord-168d610c55514c2385b60ccd721f8e5e
出典データセット
uspto-grants-2013_01
特許番号
US08349883B2

反応ノート

読み込み中…