反応式
C1CNCCN1.Fc1cc(Br)ccc1OCc1ccccc1>CC(C)(C)[O-].Cc1ccccc1.O=C(/C=C/c1ccccc1)/C=C/c1ccccc1.O=C(/C=C/c1ccccc1)/C=C/c1ccccc1.O=C(/C=C/c1ccccc1)/C=C/c1ccccc1.[Na+].[Pd].[Pd].c1ccc(P(c2ccccc2)c2ccc3ccccc3c2-c2c(P(c3ccccc3)c3ccccc3)ccc3ccccc23)cc1>Fc1cc(N2CCNCC2)ccc1OCc1ccccc1参加物
反応条件
- 温度
- 110 °C
実験手順
sodium 2-methylpropan-2-olate (6.43 g, 66.88 mmol) was added to 1-(benzyloxy)-4-bromo-2-fluorobenzene (13.43 g, 47.77 mmol) and piperazine (24.69 g, 286.64 mmol) in toluene (140 mL). The resulting mixture was bubbled with nitrogen for 10 minutes then 2,2'-bis(diphenylphosphino)-1,1'-binaphthyl (2.97 g, 4.78 mmol) and TRIS(DIBENZYLIDENEACETONE)DIPALLADIUM(0) (1.094 g, 1.19 mmol) were added and the mixture was stirred at 110 °C for 20 hours. The reaction mixture was cooled to room temperature then fitered through celite and the filter cake washed with ethyl acetate (500 mL). The filtrate was evaporated to give crude product. The crude product was purified by flash silica chromatography, elution gradient 0 to 20% MeOH in DCM. Pure fractions were evaporated to dryness to afford 1-(4-(benzyloxy)-3-fluorophenyl)piperazine (9.80 g, 71.6 %) as a solid.
出典と根拠
- ORDレコード
- ord-996b98cdf02a43a3b340c4e4f981f563
- 出典データセット
- 750 AstraZeneca ELN dataset
- 元リンク
- 出典を表示
関連ノート
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