反応 #45055

反応方程式

1-isopropylpiperazine

methyl 4-bromobenzoate

potassium carbonate

→

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

収率 64.8%

溶媒

DME

反応条件

後処理

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

実験手順

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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