3,5-Dimethylpyridine → 4-Chloro-3,5-dimethylpyridine

HRID 2304811ノート

反応式

HRID 2304811 の反応式
S(Cl)([Cl:3])=O.[N:5]1[CH:10]=[C:9]([CH3:11])[CH:8]=[C:7]([CH3:12])[CH:6]=1>C1(C)C=CC=CC=1>[Cl:3][C:8]1[C:9]([CH3:11])=[CH:10][N:5]=[CH:6][C:7]=1[CH3:12]

参加物

4

反応物 2

HCID 115653,5-DimethylpyridineHCID 24386Thionyl Chloride

生成物 1

HCID 109971264-Chloro-3,5-dimethylpyridine収率 75%

試薬・触媒・溶媒 1

HCID 1140Toluene溶媒

実験手順

Thionyl chloride was loaded into a reaction vessel equipped with a stirrer, a condenser, a dropping funnel, and a nitrogen bubbler. The temperature was lowered to 0-5ℑ C. and 3,5-lutidine was added dropwise, keeping the temperature between 0 and 10ℑ C. When the addition was complete the reaction mixture was refluxed for 18 hours. The mixture was cooled to 65ℑ C. and toluene (4 volumes) were added. 1.5 volumes of the mixture were distilled under vacuum. The heavy brown precipitate was collected by filtration. The crude product was recrystallized from methanol (3 volumes). Filtration afforded the product, 4-Chloro-3,5-Lutidine, as a beige solid, this was washed with methanol and dried under vacuum at 40ℑ C.; yield: 75%.

後処理

  1. customequipped with a stirrer, a condenser, a dropping funnel
  2. additionWhen the addition
  3. temperaturewas refluxed for 18 hours
  4. temperatureThe mixture was cooled to 65ℑ C
  5. distillation1.5 volumes of the mixture were distilled under vacuum
  6. filtrationThe heavy brown precipitate was collected by filtration
  7. customThe crude product was recrystallized from methanol (3 volumes)
  8. filtrationFiltration

出典と根拠

ORDレコード
ord-2797235710424c8eb8f0e53e62e59a48
出典データセット
uspto-grants-2002_08
特許番号
US06437139B1

反応ノート

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