Hydrochloric Acid → 2,3,4-Trichlorobenzoic acid

HRID 600904ノート

反応式

HRID 600904 の反応式
[OH-:1].[Na+].BrBr.[Cl:5][C:6]1[C:11]([Cl:12])=[C:10]([Cl:13])[CH:9]=[CH:8][C:7]=1[C:14](=[O:16])C.Cl>O.O1CCOCC1>[Cl:5][C:6]1[C:11]([Cl:12])=[C:10]([Cl:13])[CH:9]=[CH:8][C:7]=1[C:14]([OH:16])=[O:1]

参加物

7

反応物 4

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 24408BromineHCID 261322',3',4'-Trichloroacetophenone

生成物 1

HCID 57832,3,4-Trichlorobenzoic acid収率 91%

試薬・触媒・溶媒 2

HCID 962Water溶媒2 回HCID 312751,4-Dioxane溶媒

反応条件

温度
0 °C

実験手順

Sodium hydroxide (45.42 g, 1.090 mol) was dissolved in water (220 ml), and while cooling with ice, bromine (16.85 ml, 0.327 mol) was dripped therein over a period of 5 minutes. After stirring the reaction solution at 0° C. for 15 minutes, a dioxane (220 ml) solution of 2′,3′,4′-trichloroacetophenone (24.40 g, 0.109 mol) was dripped therein at 0° C. over a period of 30 minutes. After stirring at room temperature for 14 hours, water (350 ml) was added and then washed with dichloromethane (350 ml). The aqueous layer obtained was gradually made acidic with concentrated hydrochloric acid while cooling with ice and the resulting crystals were filtered out. After washing the filtered-out crystals with water, the water was removed by azeotropic distillation with toluene. 22.33 g (91%) of the title compound was thereby obtained as a pale yellow powder.

後処理

  1. waitat 0° C. over a period of 30 minutes
  2. stirringAfter stirring at room temperature for 14 hours
  3. washwashed with dichloromethane (350 ml)
  4. customThe aqueous layer obtained
  5. temperaturewhile cooling with ice
  6. filtrationthe resulting crystals were filtered out
  7. washAfter washing the filtered-out crystals with water
  8. customthe water was removed by azeotropic distillation with toluene

出典と根拠

ORDレコード
ord-0be4269d960a485596c94d5be8ef7711
出典データセット
uspto-grants-2011_03
特許番号
US07902226B2

反応ノート

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