Sulfuric Acid → HCID 19097339、化合物

HRID 486061ノート

反応式

HRID 486061 の反応式
Cl.[CH3:2][O:3][C:4]1[CH:9]=[CH:8][C:7]([NH:10]N)=[CH:6][CH:5]=1.[CH3:12][CH2:13][CH2:14][C:15](=O)[CH2:16][CH2:17][CH3:18].S(=O)(=O)(O)O.C(=O)(O)[O-].[Na+]>C(O)C>[CH2:13]([C:14]1[C:8]2[C:7](=[CH:6][CH:5]=[C:4]([O:3][CH3:2])[CH:9]=2)[NH:10][C:15]=1[CH2:16][CH2:17][CH3:18])[CH3:12]

参加物

6

反応物 4

HCID 1118Sulfuric AcidHCID 312464-HeptanoneHCID 516892Sodium BicarbonateHCID 27239044-Methoxyphenylhydrazine hydrochloride

生成物 1

HCID 19097339HCID 19097339、化合物収率 87.2%

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒

反応条件

温度
10 °C

実験手順

A mixture of 4-methoxyphenyl hydrazine hydrochloride (3.0 g), 4-heptanone (1.94 g), and sulfuric acid (1.3 ml) in ethanol (10 ml) was stirred at 10° C. for 3 hours. The cooled mixture was poured into aqueous sodium bicarbonate solution, such that the pH was adjusted to 9. The solution was extracted with ethyl acetate, the organic layer separated, washed with water, dried over magnesium sulfate, and concentrated in vacuo. The crude product was chromatographed on silica gel using 25%-ethyl acetate in n-hexanes as eluent to yield 3-ethyl-5-methoxy-2-propylindole (3.22 g).

後処理

  1. extractionThe solution was extracted with ethyl acetate
  2. customthe organic layer separated
  3. washwashed with water
  4. dry with materialdried over magnesium sulfate
  5. concentrationconcentrated in vacuo
  6. customThe crude product was chromatographed on silica gel using 25%-ethyl acetate in n-hexanes as eluent

出典と根拠

ORDレコード
ord-caf00ededb83482591a24e4f44f6c9c3
出典データセット
uspto-grants-1994_03
特許番号
US05290788

反応ノート

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