Sodium Carbonate → 1-(2-Isopropylphenyl)piperazine

HRID 981513

反応式

HRID 981513 の反応式
Cl.Cl[CH2:3][CH2:4][NH:5][CH2:6][CH2:7]Cl.[CH:9]([C:12]1[CH:18]=[CH:17][CH:16]=[CH:15][C:13]=1[NH2:14])([CH3:11])[CH3:10].C(=O)([O-])[O-].[Na+].[Na+]>C(O)CCC>[CH3:10][CH:9]([C:12]1[CH:18]=[CH:17][CH:16]=[CH:15][C:13]=1[N:14]1[CH2:7][CH2:6][NH:5][CH2:4][CH2:3]1)[CH3:11]

参加物

5

反応物 3

HCID 10340Sodium CarbonateHCID 125612-IsopropylanilineHCID 522769Bis(2-chloroethyl)amine hydrochloride

生成物 1

HCID 36088221-(2-Isopropylphenyl)piperazine収率 30.1%

試薬・触媒・溶媒 1

HCID 2631-Butanol溶媒

実験手順

A mixture of bis(2-chloroethyl)amine hydrochloride (19.78 g, 0.111 mole) and 200 mL of n-butanol was treated dropwise with 2-isopropylaniline (15.0 g, 0.111 mole) and the resulting mixture was stirred for 48 hr at reflux under an argon atmosphere. After cooling to room temperature, anhydrous sodium carbonate (5.86 g, 0.555 mole) was added and the reaction mixture was stirred for another 24 hr at reflux. The reaction was cooled in ice and a white precipitate was filtered off. This material was mixed thoroughly in methylene chloride and 3N sodium hydroxide until the aqueous layer was basic. The methylene chloride layer was separated, dried over anhydrous potassium carbonate, filtered and evaporated affording 6.82 g of 1-[2-(methylethyl)phenyl]piperazine as an oil. The fumarate acid salt was prepared from isopropanol/methanol and recrystallized from methanol to give a white crystalline solid, mp 188-189° C. (Ho).

後処理

  1. temperatureat reflux under an argon atmosphere
  2. stirringthe reaction mixture was stirred for another 24 hr
  3. temperatureat reflux
  4. temperatureThe reaction was cooled in ice
  5. filtrationa white precipitate was filtered off
  6. additionThis material was mixed thoroughly in methylene chloride
  7. customThe methylene chloride layer was separated
  8. dry with materialdried over anhydrous potassium carbonate
  9. filtrationfiltered
  10. customevaporated

出典と根拠

ORDレコード
ord-d88ace28e727403cae9fd6b13ad45c62
出典データセット
uspto-grants-1991_02
特許番号
US04992441

関連ノート

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