Potassium Hydroxide → HCID 18647438、化合物

HRID 345719ノート

反応式

HRID 345719 の反応式
[OH:1][C:2]1[CH:3]=[N:4][C:5]([C:8]2[CH:13]=[CH:12][C:11]([C:14]3[CH:19]=[CH:18][C:17]([CH2:20][CH2:21][CH3:22])=[CH:16][CH:15]=3)=[CH:10][CH:9]=2)=[N:6][CH:7]=1.[OH-].[K+].[CH3:25][C@@H:26]([CH2:33][CH3:34])[CH2:27][CH2:28][CH2:29][CH2:30][CH2:31]Br>C(O)C>[CH3:25][C@@H:26]([CH2:33][CH3:34])[CH2:27][CH2:28][CH2:29][CH2:30][CH2:31][O:1][C:2]1[CH:7]=[N:6][C:5]([C:8]2[CH:9]=[CH:10][C:11]([C:14]3[CH:19]=[CH:18][C:17]([CH2:20][CH2:21][CH3:22])=[CH:16][CH:15]=3)=[CH:12][CH:13]=2)=[N:4][CH:3]=1

参加物

5

反応物 3

HCID 14797Potassium HydroxideHCID 13548107(6S)-1-Bromo-6-methyloctaneHCID 199911075-Hydroxy-2(4'-propyl-biphenyl-4-yl)pyrimidine

生成物 1

HCID 18647438HCID 18647438、化合物収率 62.8%

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒

実験手順

5-Hydroxy-2(4'-propyl-biphenyl-4-yl)pyrimidine (10 g, 0.034 mol) was dissolved in ethanol (100 ml), followed by adding KOH (2.1 g, 0.037 mol), refluxing the mixture, dropwise adding (S)-6-methyloctyl bromide (7.7 g, 0.037 mol) over about 15 minutes, further refluxing the mixture for 5 hours, distilling off ethanol (80 ml), dissolving the residue in toluene (100 ml), transferring the solution into a separating funnel, sufficiently washing it with a 2N-NaOH aqueous solution, washing it with water until the washing water became neutral, drying the resulting organic layer over anhydrous magnesium sulfate, distilling off toluene and recrystallizing the residue from ethanol (200 ml) to obtain (S)-5-(6'-methyloctyloxy)-2(4'-propylbiphenyl-4-yl)pyrimidine (8.9 g). This product was a liquid crystal and exhibited the following phase transition points (also see Table 1): ##STR86##

後処理

  1. temperaturefurther refluxing the mixture for 5 hours
  2. distillationdistilling off ethanol (80 ml)
  3. dissolutiondissolving the residue in toluene (100 ml)
  4. washsufficiently washing it with a 2N-NaOH aqueous solution
  5. washwashing it with water until the washing water
  6. dry with materialdrying the resulting organic layer over anhydrous magnesium sulfate
  7. distillationdistilling off toluene
  8. customrecrystallizing the residue from ethanol (200 ml)

出典と根拠

ORDレコード
ord-6ff6fa5f50eb4353bc5a660acb299f6b
出典データセット
uspto-grants-1991_10
特許番号
US05059340

反応ノート

読み込み中…