Veratraldehyde → HCID 54345694、化合物

HRID 235045

反応式

HRID 235045 の反応式
[CH3:1][O:2][C:3]1[CH:4]=[C:5]([CH:8]=[CH:9][C:10]=1[O:11][CH3:12])[CH:6]=O.[NH:13]1[C:21]2[C:16](=[CH:17][CH:18]=[CH:19][CH:20]=2)[C:15]([CH2:22][C:23]#[N:24])=[CH:14]1.C(=O)([O-])[O-].[K+].[K+]>C(O)C>[NH:13]1[C:21]2[C:16](=[CH:17][CH:18]=[CH:19][CH:20]=2)[C:15]([C:22](=[CH:6][C:5]2[CH:8]=[CH:9][C:10]([O:11][CH3:12])=[C:3]([O:2][CH3:1])[CH:4]=2)[C:23]#[N:24])=[CH:14]1

参加物

5

反応物 3

HCID 8419VeratraldehydeHCID 11430Potassium CarbonateHCID 351795Indole-3-acetonitrile

生成物 1

HCID 54345694HCID 54345694、化合物

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒

実験手順

To a stirred solution of 2.0 g (12.0 mmole) 3,4 dimethoxybenzaldehyde in 75 ml absolute ethanol are added 2.07 g (13.3 mmole) 3-indolylacetonitrile and 1.83 g (13.3 mmole) anhydrous potassium carbonate. The reaction flask is equipped with a condenser and a drying tube (using anhydrous CaSO4), and the reaction was stirred and heated. After refluxing for 24 hours, the reaction is allowed to cool to room temperature. The reaction mixture is filtered to remove the salts, and the solvent is removed by rotary evaporation. The residue is purified by flash chromatography on silica gel, eluting with hexane-ethyl acetate, 3:1. The yellow solid is recrystallized from acetone-hexane to give 2-(3-indolyl)-3-(3,4-dimethoxy-phenyl)-2-propenenitrile, m.p. 139°-141° C.

後処理

  1. temperatureheated
  2. temperatureAfter refluxing for 24 hours
  3. filtrationThe reaction mixture is filtered
  4. customto remove the salts
  5. customthe solvent is removed by rotary evaporation
  6. customThe residue is purified by flash chromatography on silica gel
  7. washeluting with hexane-ethyl acetate, 3:1
  8. customThe yellow solid is recrystallized from acetone-hexane

出典と根拠

ORDレコード
ord-0b0922b3823046768cd550f62dffee57
出典データセット
uspto-grants-1997_01
特許番号
US05597837

関連ノート

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