1-Iodopropane → 1-[3-(Ethyloxy)-4-nitrophenyl]-4-propylpiperazine

HRID 419507ノート

反応式

HRID 419507 の反応式
[CH2:1]([O:3][C:4]1[CH:5]=[C:6]([N:13]2[CH2:18][CH2:17][NH:16][CH2:15][CH2:14]2)[CH:7]=[CH:8][C:9]=1[N+:10]([O-:12])=[O:11])[CH3:2].I[CH2:20][CH2:21][CH3:22]>O1CCOCC1>[CH2:1]([O:3][C:4]1[CH:5]=[C:6]([N:13]2[CH2:14][CH2:15][N:16]([CH2:20][CH2:21][CH3:22])[CH2:17][CH2:18]2)[CH:7]=[CH:8][C:9]=1[N+:10]([O-:12])=[O:11])[CH3:2]

参加物

4

反応物 2

HCID 336431-IodopropaneHCID 594525801-(3-Ethoxy-4-nitrophenyl)piperazine

生成物 1

HCID 594529311-[3-(Ethyloxy)-4-nitrophenyl]-4-propylpiperazine収率 90%

試薬・触媒・溶媒 1

HCID 312751,4-Dioxane溶媒

反応条件

温度
102 °C

実験手順

To 1-[3-(ethyloxy)-4-nitrophenyl]piperazine (Example 143, step A) (0.405 g, 1.61 mmol) in 10 mL of dioxane was added, 1-iodopropane (0.55 g, 3.22 mmol). The mixture was heated to 102° C. for 1 h. The solvent was rotovaped down and the crude product was purified by flash chromatography to give the title compound of step A (0.422 g, 1.44 mmol, 90%). 1H NMR (400 MHz, CD3OD) δ ppm 7.88 (d, J=9.34 Hz, 1H), 6.53 (dd, J=9.34, 2.56 Hz, 1H), 6.49 (d, J=2.56 Hz, 1H), 4.16 (q, J=7.02 Hz, 2H), 3.42-3.48 (m, 4H), 2.64-2.70 (m, 4H), 2.40-2.48 (m, 2H), 1.54-1.64 (m, 2H), 1.42 (t, J=6.96 Hz, 3H), 0.94 (t, J=7.42 Hz, 3H).

後処理

  1. customthe crude product was purified by flash chromatography

出典と根拠

ORDレコード
ord-bb0b5ebfc65d4805812517a9720a4df2
出典データセット
uspto-grants-2012_01
特許番号
US08093239B2

反応ノート

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