2,5-Dichlorobenzoic acid → 5-Chloro-2-[2-methyl-3-(trifluoromethyl)anilino]benzoic acid

HRID 437198

反応式

HRID 437198 の反応式
Cl[C:2]1[CH:10]=[CH:9][C:8]([Cl:11])=[CH:7][C:3]=1[C:4]([OH:6])=[O:5].C(O)CCCC.[OH-].[Na+].[CH3:20][C:21]1[C:27]([C:28]([F:31])([F:30])[F:29])=[CH:26][CH:25]=[CH:24][C:22]=1[NH2:23]>[Cu]>[Cl:11][C:8]1[CH:7]=[C:3]([C:4]([OH:6])=[O:5])[C:2]([NH:23][C:22]2[CH:24]=[CH:25][CH:26]=[C:27]([C:28]([F:29])([F:30])[F:31])[C:21]=2[CH3:20])=[CH:10][CH:9]=1

参加物

6

反応物 4

HCID 57842,5-Dichlorobenzoic acidHCID 62761-PentanolHCID 14798Sodium HydroxideHCID 2735932Trifluoromethyl toluidine

生成物 1

HCID 451177035-Chloro-2-[2-methyl-3-(trifluoromethyl)anilino]benzoic acid

試薬・触媒・溶媒 1

HCID 23978Copper触媒

実験手順

To a solution of 25 g. of 2,5-dichlorobenzoic acid in 125 ml. of n-pentyl alcohol add 4.8 g. of sodium hydroxide pellets, 25 g. of 2-methyl-3-trifluoromethylaniline and 2 g. of copper powder. With constant stirring, reflux the reaction mixture for 18 hours. Concentrate the mixture to one half volume and dilute with water and ether. Acidify the aqueous layer to yield the product which is recrystallized from methanol, m.p. 220°-222° C.

後処理

  1. temperatureWith constant stirring, reflux the reaction mixture for 18 hours
  2. concentrationConcentrate the mixture to one half volume
  3. additiondilute with water and ether
  4. customto yield the product which
  5. customis recrystallized from methanol, m.p. 220°-222° C.

出典と根拠

ORDレコード
ord-4d4f4c4afad6436984261a6ffd258e11
出典データセット
uspto-grants-1977_06
特許番号
US04029815

関連ノート

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