反应 #45055

反应方程式

1-isopropylpiperazine

methyl 4-bromobenzoate

potassium carbonate

→

methyl 4-(4-propan-2-yl-piperizin-1-yl)benzoate

收率 64.8%

溶剂

DME

反应条件

后处理

1. 1
   其他sealed into a microwave tube
2. 2
   温度cooled to room temperature
3. 3
   其他The reaction mixture was evaporated to dryness
4. 4
   workup.DISSOLUTIONredissolved in EtOAc (25 mL)
5. 5
   洗涤washed sequentially with water (15 mL) and saturated brine (15 mL)
6. 6
   干燥The organic layer was dried over MgSO4
7. 7
   过滤filtered
8. 8
   其他evaporated
9. 9
   其他to afford crude product
10. 10
    其他The crude product was purified by silica column chromatography
11. 11
    洗涤eluting with 5% MeOH in DCM
12. 12
    其他Pure fractions were evaporated to dryness

实验过程

Tris(dibenzylideneacetone)dipalladium(0) (0.014 g, 0.02 mmol) was added to a deoxygenated suspension of 1-isopropylpiperazine (0.151 g, 1.18 mmol), methyl 4-bromobenzoate (0.215 g, 1 mmol), potassium carbonate (0.193 g, 1.4 mmol) and 2-dicyclohexylphosphino-2′-(N,N-dimethylamino)biphenyl (0.012 g, 0.03 mmol) in DME (4 mL), and sealed into a microwave tube. The reaction was heated to 130° C. for 10 mins in the microwave reactor and cooled to room temperature. The reaction mixture was evaporated to dryness, redissolved in EtOAc (25 mL) and washed sequentially with water (15 mL) and saturated brine (15 mL). The organic layer was dried over MgSO4, filtered and evaporated to afford crude product. The crude product was purified by silica column chromatography, eluting with 5% MeOH in DCM. Pure fractions were evaporated to dryness to afford methyl 4-(4-propan-2-yl-piperizin-1-yl)benzoate (0.170 g, 64.8%) as a tan solid.

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