Potassium tert-butoxide → HCID 86680441、化合物

HRID 1184579ノート

反応式

HRID 1184579 の反応式
[CH3:1][O:2][C:3](=[O:23])[CH2:4][CH2:5][N:6]1[CH2:11][CH2:10][N:9]([C:12]([O:14][C:15]([CH3:18])([CH3:17])[CH3:16])=[O:13])[CH2:8][CH:7]1[C:19]([O:21]C)=O.CC(C)([O-])C.[K+]>O1CCCC1>[O:21]=[C:19]1[CH:7]2[CH2:8][N:9]([C:12]([O:14][C:15]([CH3:16])([CH3:17])[CH3:18])=[O:13])[CH2:10][CH2:11][N:6]2[CH2:5][CH:4]1[C:3]([O:2][CH3:1])=[O:23]

参加物

4

反応物 2

HCID 23665647Potassium tert-butoxideHCID 86680440HCID 86680440、化合物

生成物 1

HCID 86680441HCID 86680441、化合物

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

反応条件

温度
2.5 °C

実験手順

To a solution of 1-tert-butyl 3-methyl 4-(3-methoxy-3-oxopropyl)piperazine-1,3-dicarboxylate (Example 100A, 180 g, 0.545 mol) in tetrahydrofuran (1.3 L) was added potassium t-butoxide (98 g, 0.872 mol) with stirring at 0-5° C. under N2 atmosphere portion-wise over a period of 30 minutes. The reaction mixture was stirred at ambient temperature for 2 hours. The reaction was then quenched with saturated aqueous ammonium chloride solution (500 mL) and extracted with ethyl acetate (1 L). The organic layer was separated, washed with brine (500 mL), dried over Na2SO4, filtered and concentrated to afford the title compound. 1H NMR (300 MHz, CDCl3) δ ppm 1.48 (s, 9H), 2.28-2.35 (m, 2H), 2.65-2.83 (m, 1H), 2.83-3.12 (m, 3H), 3.43 (t, 1H, J=8.4 Hz), 3.61 (t, 1H, J=8.4 Hz), 3.78 (s, 3H), 3.98-4.20 (bs, 1H), 4.20-4.45 (bs, 1H).

後処理

  1. stirringThe reaction mixture was stirred at ambient temperature for 2 hours
  2. customThe reaction was then quenched with saturated aqueous ammonium chloride solution (500 mL)
  3. extractionextracted with ethyl acetate (1 L)
  4. customThe organic layer was separated
  5. washwashed with brine (500 mL)
  6. dry with materialdried over Na2SO4
  7. filtrationfiltered
  8. concentrationconcentrated

出典と根拠

ORDレコード
ord-89395c5df5804405981a87d994801d81
出典データセット
uspto-grants-2014_03
特許番号
US08669255B2

反応ノート

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