反応 #654562

反応方程式

1,4-benzodioxan-6-amine

bis-(2-choroethyl)amine hydrochloride

potassium carbonate

→

1-(1,4-benzodioxan-6-yl) piperazine

収率 30.3%

溶媒

chlorobenzene

反応条件

後処理

1. 1
   温度to reflux for 24 hours
2. 2
   その他The dark brown reaction mixture is then partitioned between 3N NaOH and methylene chloride
3. 3
   その他The organic layer is separated
4. 4
   乾燥dried over Mg2SO4
5. 5
   ろ過filtered
6. 6
   濃縮concentrated
7. 7
   その他Purification by flash column chromatography (8% methanol/methylene chloride on silica)

実験手順

A solution of 1,4-benzodioxan-6-amine (2.00 g, 13.2 mmol), bis-(2-choroethyl)amine hydrochloride (3.54 g, 19.8 mmol) and potassium carbonate (1.83 g, 13.2 mmol) in of 20 mL chlorobenzene is heated to reflux for 24 hours. The dark brown reaction mixture is then partitioned between 3N NaOH and methylene chloride. The organic layer is separated, dried over Mg2SO4, filtered and concentrated. Purification by flash column chromatography (8% methanol/methylene chloride on silica) provides 0.88 g (30%) of the desired 1-(1,4-benzodioxan-6-yl) piperazine as a white solid (m.p. 138° C., TLC Rf 0.37 with 10% methanol/methylene chloride).

出典