تفاعل #45055

معادلة التفاعل

1-isopropylpiperazine

methyl 4-bromobenzoate

potassium carbonate

→

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

المردود 64.8%

المذيبات

DME

ظروف التفاعل

المعالجة

1. 1
   أخرىsealed into a microwave tube
2. 2
   درجة الحرارةcooled to room temperature
3. 3
   أخرىThe reaction mixture was evaporated to dryness
4. 4
   workup.DISSOLUTIONredissolved in EtOAc (25 mL)
5. 5
   غسيلwashed sequentially with water (15 mL) and saturated brine (15 mL)
6. 6
   تجفيفThe organic layer was dried over MgSO4
7. 7
   ترشيحfiltered
8. 8
   أخرىevaporated
9. 9
   أخرىto afford crude product
10. 10
    أخرىThe crude product was purified by silica column chromatography
11. 11
    غسيلeluting with 5% MeOH in DCM
12. 12
    أخرىPure fractions were evaporated to dryness

الإجراء التجريبي

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.

المصدر