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Benzenesulfonic acid, 4-methyl-, compd. with pyridine (1:1) → 5,6-Diphenyl-2-(5-hydroxy-1-pentyn-1-yl)pyrazine

HRID 1271302
ノート
印刷プレビュー

反応式

HRID 1271302 の反応式
[C:1]1([C:7]2[N:8]=[CH:9][C:10]([C:19]#[C:20][CH2:21][CH2:22][CH2:23][O:24]C3CCCCO3)=[N:11][C:12]=2[C:13]2[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.C1(C)C=CC(S([O-])(=O)=O)=CC=1.[NH+]1C=CC=CC=1>CO>[C:1]1([C:7]2[N:8]=[CH:9][C:10]([C:19]#[C:20][CH2:21][CH2:22][CH2:23][OH:24])=[N:11][C:12]=2[C:13]2[CH:14]=[CH:15][CH:16]=[CH:17][CH:18]=2)[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=1
参加物実験手順後処理出典と根拠反応ノート

参加物

4

反応物 2

HCID 466102Benzenesulfonic acid, 4-methyl-, compd. with pyridine (1:1)HCID 229319555,6-Diphenyl-2-[5-(2-tetrahydropyranyloxy)-1-pentyn-1-yl]pyrazine

生成物 1

HCID 229319465,6-Diphenyl-2-(5-hydroxy-1-pentyn-1-yl)pyrazine収率 70.8%

試薬・触媒・溶媒 1

HCID 887Methanol溶媒

実験手順

To a solution of 1.79 g of 5,6-diphenyl-2-[5-(2-tetrahydropyranyloxy)-1-pentyn-1-yl]pyrazine in methanol, 1.13 g of pyridinium p-toluenesulfonate was added and the mixture was heated at reflux for 30 minutes. The reaction solution was poured into ice water while stirring, extracted with ethyl acetate and then dried over anhydrous magnesium sulfate. After the solvent was evaporated under reduced pressure, the resulting crystal was recrystallized from diisopropyl ether to obtain 1.00 g of the desired compound as a yellow crystal having a melting point of 88 to 90° C.

後処理

  1. temperaturethe mixture was heated
  2. temperatureat reflux for 30 minutes
  3. extractionextracted with ethyl acetate
  4. dry with materialdried over anhydrous magnesium sulfate
  5. customAfter the solvent was evaporated under reduced pressure
  6. customthe resulting crystal was recrystallized from diisopropyl ether

出典と根拠

ORDレコード
ord-fd04997f8c6f45868b02f0b8769f2275
出典データセット
uspto-grants-2007_04
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US07205302B2

反応ノート

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