Phenylphosphonic dichloride → 2,5-Dichloro-6-methyl-3-pyridinecarboxylic acid

HRID 1194185ノート

反応式

HRID 1194185 の反応式
[Cl:1][C:2]1[CH:3]=[C:4]([C:10]([OH:12])=[O:11])[C:5](O)=[N:6][C:7]=1[CH3:8].C1(P(Cl)([Cl:21])=O)C=CC=CC=1>O>[Cl:21][C:5]1[C:4]([C:10]([OH:12])=[O:11])=[CH:3][C:2]([Cl:1])=[C:7]([CH3:8])[N:6]=1

参加物

4

反応物 2

HCID 69990Phenylphosphonic dichlorideHCID 178433474HCID 178433474、化合物

生成物 1

HCID 140985062,5-Dichloro-6-methyl-3-pyridinecarboxylic acid

試薬・触媒・溶媒 1

HCID 962Water溶媒

反応条件

温度
135 °C

実験手順

To 5 g (0.027 mole) of 5-chloro-2-hydroxy-6-methyl-3-pyridinecarboxylic acid was added 35 g of phenylphosphonic dichloride. The mixture was heated to 135° C. for 1.5 hr. After cooling, the reaction solution was poured carefully into 250 ml of water and stirred for 1 hr. The water was extracted with 3×100 ml of methylene chloride. The combined organic extracts were washed with 2×100 ml of water, dried over sodium sulfate, filtered, concentrated by rotary evaporation, taken up in toluene, charcoaled, and concentrated by rotary evaporation. The crude residue was crystallized from hexane to give 1.7 g (31%) of beige analytically pure crystals, m.p. 123°-38° C. with decomposition.

後処理

  1. temperatureAfter cooling
  2. extractionThe water was extracted with 3×100 ml of methylene chloride
  3. washThe combined organic extracts were washed with 2×100 ml of water
  4. dry with materialdried over sodium sulfate
  5. filtrationfiltered
  6. concentrationconcentrated by rotary evaporation
  7. concentrationconcentrated by rotary evaporation
  8. customThe crude residue was crystallized from hexane
  9. customto give 1.7 g (31%) of beige analytically pure crystals, m.p. 123°-38° C. with decomposition

出典と根拠

ORDレコード
ord-0c61c64063e94a2582717dddc047d996
出典データセット
uspto-grants-1989_03
特許番号
US04812565

反応ノート

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