Hydrochloric Acid → 4-Benzhydrylpyridine

HRID 1460240

反応式

HRID 1460240 の反応式
[C:1]1([C:7]([C:15]2[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=2)([C:9]2[CH:14]=[CH:13][N:12]=[CH:11][CH:10]=2)O)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.Cl.I.[OH-].[Na+].S([O-])([O-])(=O)=S.[Na+].[Na+]>C(O)(=O)C>[C:1]1([CH:7]([C:15]2[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=2)[C:9]2[CH:10]=[CH:11][N:12]=[CH:13][CH:14]=2)[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=1

参加物

7

反応物 5

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 24477Sodium ThiosulfateHCID 24841Hydrogen iodideHCID 74177alpha,alpha-Diphenyl-4-pyridinemethanol

生成物 1

HCID 772524-Benzhydrylpyridine

試薬・触媒・溶媒 1

HCID 176Acetic Acid溶媒

実験手順

A mixture of 99 g (0.379 mole) of diphenyl-4-pyridylmethanol, 50 ml of concentrated hydrochloric acid, 200 ml of 57% hydroiodic acid and 200 ml of glacial acetic acid was heated at reflux for 4.5 hr and then was stirred at room temperature for 12 hr. The reaction mixture was poured over ice and was made basic with 50% sodium hydroxide. An aqueous solution of sodium thiosulfate was added, and the mixture was extracted with methylene chloride. The methylene chloride solution was dried over magnesium sulfate, and the solvent was removed in vacuo. The residue was recrystallized from a mixture of methylene chloride-ether-hexane to give two crops of crystalline solids: crop I, 40.87 g (44.0%), mp 124°-126° C.; crop II, 25.38 g (27.3%), mp 123°-125° C. Analysis of the mixture of the crops I and II was as follows:

後処理

  1. temperaturewas heated
  2. temperatureat reflux for 4.5 hr
  3. additionThe reaction mixture was poured over ice
  4. extractionthe mixture was extracted with methylene chloride
  5. dry with materialThe methylene chloride solution was dried over magnesium sulfate
  6. customthe solvent was removed in vacuo
  7. customThe residue was recrystallized from a mixture of methylene chloride-ether-hexane
  8. customto give two crops of crystalline solids

出典と根拠

ORDレコード
ord-1cc9c4ca473f42b191662a404578c51f
出典データセット
uspto-grants-1991_12
特許番号
US05070087

関連ノート

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