Triethylamine → 5-butyl-2,2-dimethyl-1,3-dioxane-4,6-dione

HRID 2090587ノート

反応式

HRID 2090587 の反応式
[CH3:1][C:2]1([CH3:10])[O:9][C:7](=[O:8])[CH2:6][C:4](=[O:5])[O:3]1.C(N(CC)CC)C.[C:18](Cl)(=O)[CH2:19][CH2:20][CH3:21]>ClCCl>[CH2:18]([CH:6]1[C:7](=[O:8])[O:9][C:2]([CH3:10])([CH3:1])[O:3][C:4]1=[O:5])[CH2:19][CH2:20][CH3:21]

参加物

5

反応物 3

HCID 8471TriethylamineHCID 8855Butyryl chlorideHCID 162492,2-Dimethyl-1,3-dioxane-4,6-dione

生成物 1

HCID 110634455-butyl-2,2-dimethyl-1,3-dioxane-4,6-dione

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

Meldrum's acid (2,2-dimethyl-1,3-dioxane-4,6-dione, 6.15 g, 42.7 mmol) and triethyl amine (8.63 g, 85.4 mmol) were dissolved in dichloromethane (60 mL). Butyric acid chloride (4.99 g, 46.9 mmol) was added to the solution thus obtained dropwise while cooling with ice, followed by stirring at room temperature for about 12 hours. The reaction mixture was concentrated under reduced pressure, and then the resulting residue was subjected to extraction using ethyl acetate. The thus-obtained organic layer was washed with dilute hydrochloric acid and an aqueous saturated sodium chloride solution, dried over magnesium sulfate, and then concentrated under reduced pressure. The resulting residue was purified using silica gel chromatography (developing solvent: n-hexane/ethyl acetate=8/2) to obtain 5-butyl-2,2-dimethyl-1,3-dioxane-4,6-dione.

後処理

  1. customthus obtained dropwise
  2. temperaturewhile cooling with ice
  3. concentrationThe reaction mixture was concentrated under reduced pressure
  4. extractionthe resulting residue was subjected to extraction
  5. washThe thus-obtained organic layer was washed with dilute hydrochloric acid
  6. dry with materialan aqueous saturated sodium chloride solution, dried over magnesium sulfate
  7. concentrationconcentrated under reduced pressure
  8. customThe resulting residue was purified

出典と根拠

ORDレコード
ord-1f349d7513544363acf154a38eb848ed
出典データセット
uspto-grants-2013_05
特許番号
US08436210B2

反応ノート

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