反应 #1256774

反应方程式

EDC

HOBT

triethylamine

4-chloro-3-cyanobenzoic acid

1-(tert-butoxycarbonyl)piperazine

EDC

HOBT

Triethylamine

→

tert-butyl 4-(4-chloro-3-cyanobenzoyl)piperazine-1-carboxylate

收率 96.2%

溶剂

CH2Cl2

反应条件

后处理

1. 1
   workup.STIRRINGAfter stirring for an additional 20 h the reaction mixture
2. 2
   洗涤was washed with 6 mL portions of: 10% KHSO4, water, saturated NaHCO3, and saturated NaCl
3. 3
   干燥The organic extracts were dried over Na2SO4
4. 4
   过滤filtered
5. 5
   浓缩concentrated

实验过程

In a 100 mL round-bottom flask under a positive nitrogen pressure of 4-chloro-3-cyanobenzoic acid (4.28 mmol), 1-(tert-butoxycarbonyl)piperazine (1.59 g, 8.56.mmol), EDC (903 mg, 4.71 mmol) and HOBT (694 mg, 5.14 mmol) were dissolved in 17 mL of CH2Cl2. Triethylamine (1.5 mL, 10.7 mmol) was added and the reaction mixture was stirred for 20 h. After this time additional quantities of EDC (411 mg, 2.14 mmol), HOBT (290 mg, 2.14 mmol) and triethylamine (300 □L, 2.14 mmol) were added. After stirring for an additional 20 h the reaction mixture was washed with 6 mL portions of: 10% KHSO4, water, saturated NaHCO3, and saturated NaCl. The organic extracts were dried over Na2SO4, filtered and concentrated to afford 1.44 g of tert-butyl 4-(4-chloro-3-cyanobenzoyl)piperazine-1-carboxylate as a beige solid.

来源