Sodium hydride → 1-(2,2-Dimethoxyethyl)-piperidin-2-one

HRID 10183

反応式

HRID 10183 の反応式
[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]

参加物

6

反応物 3

HCID 24758Sodium hydrideHCID 740895-Chlorovaleryl chlorideHCID 89728Aminoacetaldehyde dimethyl acetal

生成物 1

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

試薬・触媒・溶媒 2

HCID 8857Ethyl Acetate溶媒HCID 10340Sodium Carbonate溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-1a741121a16944648d852fb3d307e1e8
出典データセット
uspto-grants-2006_08
特許番号
US07094778B2

関連ノート

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