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1-Bromooctane → 5-Ethoxy-2-(4-octyloxyphenyl)pyrimidine

HRID 330220
ノート
印刷プレビュー

反応式

HRID 330220 の反応式
[CH2:1]([O:3][C:4]1[CH:5]=[N:6][C:7]([C:10]2[CH:15]=[CH:14][C:13]([OH:16])=[CH:12][CH:11]=2)=[N:8][CH:9]=1)[CH3:2].[OH-].[K+].[CH2:19](Br)[CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][CH3:26]>C(O)C>[CH2:1]([O:3][C:4]1[CH:9]=[N:8][C:7]([C:10]2[CH:15]=[CH:14][C:13]([O:16][CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][CH3:26])=[CH:12][CH:11]=2)=[N:6][CH:5]=1)[CH3:2]
参加物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 81401-BromooctaneHCID 14797Potassium HydroxideHCID 1358116944-(5-Ethoxypyrimidin-2-yl)phenol

生成物 1

HCID 144963945-Ethoxy-2-(4-octyloxyphenyl)pyrimidine収率 77.2%

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒

実験手順

To a solution of 5-ethoxy-2-(4-hydroxyphenyl)pyrimidine (40 g) dissolved in ethanol (340 ml) were added potassium hydroxide (11.2 g) and octyl bromide (35.8 g), followed by keeping the mixture under reflux for 3 hours, distilling off ethanol (about 300 ml), extracting the residue with toluene (500 ml), washing the resulting organic layer with 2N--NaOH aqueous solution, further washing with water until the washing water became neutral, distilling off low boiling substances in the organic layer and recrystallizing the residue from ethanol to obtain 5-ethoxy-2-(4-octyloxyphenyl)pyrimidine (46.9 g). This product exhibited a phase transition of ##STR11##

後処理

  1. temperatureunder reflux for 3 hours
  2. distillationdistilling off ethanol (about 300 ml)
  3. extractionextracting the residue with toluene (500 ml)
  4. washwashing the resulting organic layer with 2N
  5. washNaOH aqueous solution, further washing with water until the washing water
  6. distillationdistilling off low boiling substances in the organic layer
  7. customrecrystallizing the residue from ethanol

出典と根拠

ORDレコード
ord-d205f5953700432aa0beba22110c4900
出典データセット
uspto-grants-1990_01
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US04895671

反応ノート

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