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Ethylene Glycol → 3-Tridecylpyrrole

HRID 465399
ノート
印刷プレビュー

反応式

HRID 465399 の反応式
[CH2:1]([C:14]1[CH:15]=[C:16](C(OC)=O)[NH:17][CH:18]=1)[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH3:13].C(O)CO.[OH-].[K+]>O>[CH2:1]([C:14]1[CH:15]=[CH:16][NH:17][CH:18]=1)[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH3:13]
参加物反応条件実験手順後処理出典と根拠反応ノート

参加物

5

反応物 3

HCID 174Ethylene GlycolHCID 14797Potassium HydroxideHCID 15023274Methyl 4-tridecylpyrrole-2-carboxylate

生成物 1

HCID 198748193-Tridecylpyrrole収率 97.3%

試薬・触媒・溶媒 1

HCID 962Water溶媒2 回

反応条件

温度
190 °C

実験手順

Into a mixture of 9.50 g (30.9 mmol) of methyl 4-tridecylpyrrole-2-carboxylate obtained in Synthesis Example 3,200 ml of ethylene glycol and 10 ml of water, was added 20 g of potassium hydroxide and the mixture was heated at 190° C. under stirring for 5 hours. After cooling, the mixture was added with water and extracted with ethyl acetate. The organic layer was collected, washed with water, dried over anhydrous magnesium sulfate and then evaporated. The residue was purified by a silica-gel column chromatography (eluent: ethyl acetate/hexane=1/5) to obtain 7.50 g of 3-tridecylpyrrole. The yield was 97% and the melting point was 32.5° to 33.5° C.

後処理

  1. temperatureAfter cooling
  2. extractionextracted with ethyl acetate
  3. customThe organic layer was collected
  4. washwashed with water
  5. dry with materialdried over anhydrous magnesium sulfate
  6. customevaporated
  7. customThe residue was purified by a silica-gel column chromatography (eluent: ethyl acetate/hexane=1/5)

出典と根拠

ORDレコード
ord-b0f8eef652b34e2ca3bcbb818e6610ee
出典データセット
uspto-grants-1992_10
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US05153217

反応ノート

読み込み中…

このページの内容参加物反応条件実験手順後処理出典と根拠反応ノート