Triethylene Glycol → 2-(3-Pyridylmethyl)-6-(2-methyl-1,3-dioxolan-2-yl)naphthalene

HRID 35193

反応式

HRID 35193 の反応式
[N:1]1[CH:6]=[CH:5][CH:4]=[C:3]([C:7]([C:9]2[CH:18]=[CH:17][C:16]3[C:11](=[CH:12][CH:13]=[C:14]([C:19]4([CH3:24])[O:23][CH2:22][CH2:21][O:20]4)[CH:15]=3)[CH:10]=2)=O)[CH:2]=1.C(O)COCCOCCO.NN.[OH-].[K+]>O>[N:1]1[CH:6]=[CH:5][CH:4]=[C:3]([CH2:7][C:9]2[CH:18]=[CH:17][C:16]3[C:11](=[CH:12][CH:13]=[C:14]([C:19]4([CH3:24])[O:20][CH2:21][CH2:22][O:23]4)[CH:15]=3)[CH:10]=2)[CH:2]=1

参加物

6

反応物 4

HCID 8172Triethylene GlycolHCID 9321HydrazineHCID 14797Potassium HydroxideHCID 156122422-(3-Pyridylcarbonyl)-6-(2-methyl-1,3-dioxolan-2-yl)naphthalene

生成物 1

HCID 156122432-(3-Pyridylmethyl)-6-(2-methyl-1,3-dioxolan-2-yl)naphthalene収率 62%

試薬・触媒・溶媒 1

HCID 962Water溶媒

反応条件

温度
160 °C

実験手順

A mixture of 270 mg of 2-(3-pyridylcarbonyl)-6-(2-methyl-1,3-dioxolan-2-yl)naphthalene, 7 ml of triethylene glycol, 1 ml of anhydrous hydrazine and 500 mg of potassium hydroxide were heated at 160° C. for 30 minutes. The temperature was then raised to 210° C. for 1 hour. The mixture was cooled, poured into water and extracted with methylene chloride. The organic layer was dried over sodium sulfate, the solvent removed under reduced pressure and the residue chromatographed on silica gel to give 160 mg of 2-(3-pyridylmethyl)-6-(2-methyl-1,3dioxolan-2-yl)naphthalene as an oil.

後処理

  1. temperatureThe temperature was then raised to 210° C. for 1 hour
  2. temperatureThe mixture was cooled
  3. extractionextracted with methylene chloride
  4. dry with materialThe organic layer was dried over sodium sulfate
  5. customthe solvent removed under reduced pressure
  6. customthe residue chromatographed on silica gel

出典と根拠

ORDレコード
ord-9b438c38abb14a318e2a01f24f8f5b42
出典データセット
uspto-grants-1988_08
特許番号
US04766127

関連ノート

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