Sodium Hydroxide → 4-Methyl-1-(2-nitrophenyl)piperazine-2-carboxylic acid

HRID 372198ノート

反応式

HRID 372198 の反応式
[OH-].[Na+].C([O:5][C:6]([CH:8]1[CH2:13][N:12]([CH3:14])[CH2:11][CH2:10][NH:9]1)=[O:7])C.[N+:15]([C:18]1[CH:23]=[CH:22][CH:21]=[CH:20][C:19]=1F)([O-:17])=[O:16]>O.C(O)C>[CH3:14][N:12]1[CH2:11][CH2:10][N:9]([C:19]2[CH:20]=[CH:21][CH:22]=[CH:23][C:18]=2[N+:15]([O-:17])=[O:16])[CH:8]([C:6]([OH:5])=[O:7])[CH2:13]1

参加物

6

反応物 3

HCID 14798Sodium HydroxideHCID 738951-Fluoro-2-nitrobenzeneHCID 12558522Ethyl 4-methylpiperazine-2-carboxylate

生成物 1

HCID 203786594-Methyl-1-(2-nitrophenyl)piperazine-2-carboxylic acid

試薬・触媒・溶媒 2

HCID 702Ethanol溶媒2 回HCID 962Water溶媒2 回

実験手順

A solution of 6.6 g. (0.164 mole) of sodium hydroxide, 28.2 g. (0.165 mole) of ethyl-4-methylpiperazine-2-carboxylate, 20 ml. of water and 200 ml. of ethanol is refluxed for 3 hours. This solution is then added under nitrogen to a hot stirred solution of o-nitrofluorobenzene in 300 ml. of ethanol and 30 ml. of water. The resultant solution is refluxed for 48 hours, cooled and filtered to give 12.8 g. of yellow product, m.p. 222-225°. Concentration of the mother liquors to ~100 ml. and adjusting the pH to 6 yields an additional 6.6 g. of product. Further concentration of mother liquors gives yet another 3 g. of product. Total yield is 22.4 g., 51.5%. The analytical sample had m.p. 234° dec.

後処理

  1. temperaturecooled
  2. filtrationfiltered
  3. customto give 12.8 g
  4. customyields an additional 6.6 g
  5. concentrationFurther concentration of mother liquors
  6. customgives yet another 3 g

出典と根拠

ORDレコード
ord-a6bcf6bee2cb4a419eff2cd5ac8c8afe
出典データセット
uspto-grants-1978_05
特許番号
US04089958

反応ノート

読み込み中…