氢化钠 → 1-(2,2-Dimethoxyethyl)-piperidin-2-one

HRID 10183

反应方程式

HRID 10183 反应方程式
[CH3:1][O:2][CH:3]([O:6][CH3:7])[CH2:4][NH2:5].Cl[CH2:9][CH2:10][CH2:11][CH2:12][C:13](Cl)=[O:14].[H-].[Na+]>C(OCC)(=O)C.C(=O)([O-])[O-].[Na+].[Na+]>[CH3:1][O:2][CH:3]([O:6][CH3:7])[CH2:4][N:5]1[CH2:9][CH2:10][CH2:11][CH2:12][C:13]1=[O:14]

参与物

6

反应物 3

HCID 24758氢化钠HCID 740895-氯代戊酰氯HCID 89728氨基乙醛缩二甲醇

产物 1

HCID 219785091-(2,2-Dimethoxyethyl)-piperidin-2-one收率 80.9%

试剂、催化剂与溶剂 2

HCID 8857乙酸乙酯溶剂HCID 10340Carbonic acid sodium salt (1:2)溶剂

实验过程

To a stirred mixture of aminoacetaldehyde dimethylacetal (0.74 g, 7 mmole) in ethyl acetate (20 mL) and 2M sodium carbonate (20 mL) was added 5-chlorovaleryl chloride (1.55 g, 10 mmole). The reaction mixture was stirred at ambient temperature for 1 hour. The aqueous layer was separated and extracted with ethyl acetate. The combined organic phase was washed with 1% hydrochloric acid and water, dried (magnesium sulfate), and concentrated. The oily residue was dissolved in tetrahydrofuran, and sodium hydride (60% in oil) (0.3 g, 7.5 mmole) was added. The reaction mixture was heated under reflux for 1.5 hours and filtered. The filtrate was concentrated to give 1-(2,2-dimethoxyethyl)-piperidin-2-one (1.06 g) as a pale yellow oil.

后处理

  1. customThe aqueous layer was separated
  2. extractionextracted with ethyl acetate
  3. washThe combined organic phase was washed with 1% hydrochloric acid and water
  4. dry with materialdried (magnesium sulfate)
  5. concentrationconcentrated
  6. dissolutionThe oily residue was dissolved in tetrahydrofuran
  7. temperatureThe reaction mixture was heated
  8. temperatureunder reflux for 1.5 hours
  9. filtrationfiltered
  10. concentrationThe filtrate was concentrated

来源与证据

ORD记录
ord-1a741121a16944648d852fb3d307e1e8
来源数据集
uspto-grants-2006_08
专利号
US07094778B2

关联笔记

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