反応 #45063

反応方程式

1-acetylpiperazine

methyl 4-bromobenzoate

tri-potassium orthophosphate

2-dicyclohexylphosphino-2′,6′-dimethoxy-1,1′-biphenyl

→

methyl 4-(4-acetylpiperazin-1-yl)benzoate

収率 56.2%

溶媒

toluene

反応条件

後処理

1. 1
   その他The cooled reaction mixture
2. 2
   ろ過was filtered
3. 3
   その他evaporated
4. 4
   その他to give crude product
5. 5
   その他The crude product was purified by silica column chromatography
6. 6
   洗浄eluting with a gradient 0-5% MeOH in DCM
7. 7
   その他Pure fractions were evaporated to dryness

実験手順

A deoxygenated suspension of 1-acetylpiperazine (0.308 g, 2.40 mmol), methyl 4-bromobenzoate (0.430 g, 2 mmol), tri-potassium orthophosphate (0.594 g, 2.80 mmol), 2-dicyclohexylphosphino-2′,6′-dimethoxy-1,1′-biphenyl (0.164 g, 0.40 mmol) and tris(dibenzylideneacetone)dipaladium(0) (0.092 g, 0.10 mmol) in toluene (10 mL) was stirred at 100° C., over a period of 24 h under nitrogen. The cooled reaction mixture was filtered and evaporated to give crude product. The crude product was purified by silica column chromatography, eluting with a gradient 0-5% MeOH in DCM. Pure fractions were evaporated to dryness to afford methyl 4-(4-acetylpiperazin-1-yl)benzoate (0.295 g, 56.2%) as a yellow solid.

出典