Hydrochloric Acid → 3-(3-Fluorobenzyl)pyridine

HRID 1904641ノート

反応式

HRID 1904641 の反応式
[F:1][C:2]1[CH:3]=[C:4]([CH:13]=[CH:14][CH:15]=1)[C:5]([C:7]1[CH:8]=[N:9][CH:10]=[CH:11][CH:12]=1)=O.Cl>[Zn].Cl[Hg]Cl.O>[F:1][C:2]1[CH:3]=[C:4]([CH:13]=[CH:14][CH:15]=1)[CH2:5][C:7]1[CH:8]=[N:9][CH:10]=[CH:11][CH:12]=1

参加物

6

反応物 2

HCID 313Hydrochloric AcidHCID 129300293-(3-Fluorobenzoyl)pyridine

生成物 1

HCID 200378593-(3-Fluorobenzyl)pyridine収率 29.2%

試薬・触媒・溶媒 3

HCID 23994Zinc触媒2 回HCID 24085Mercuric Chloride触媒HCID 962Water溶媒

実験手順

Zinc amalgam prepared from zinc (41 g) and HgCl2 (4.1 g) was stirred in a mixture of 3-(3-fluorobenzoyl)pyridine (19.0 g, 0.095 mol), H2O (25 ml) and 12 N HCL (60 ml). The resulting mixture was stirred and heated at reflux for 30 hours. Occasionally during the course of the reaction HCl gas was passed through the mixture, and after 20 hours, additional zinc metal (41 g) was added. After 30 hours the reaction mixture was cooled, decanted, made strongly basic with 10% NaOH, and extracted three times with CH2Cl2. The extracts were dried (Na2SO4) and concentrated, and the residue was distilled to yield 5.2 g (29%) of 3-(3-fluorobenzyl)pyridine: bp 100°-110° C./79.99 Nm-2.

後処理

  1. temperatureheated
  2. temperatureat reflux for 30 hours
  3. temperatureAfter 30 hours the reaction mixture was cooled
  4. customdecanted
  5. extractionextracted three times with CH2Cl2
  6. dry with materialThe extracts were dried (Na2SO4)
  7. concentrationconcentrated
  8. distillationthe residue was distilled

出典と根拠

ORDレコード
ord-d1362b05e0554dda92a287c95c7a7e98
出典データセット
uspto-grants-1989_06
特許番号
US04839371

反応ノート

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