Methyl iodide → 2,2-Dimethyl-1,3-cyclohexanedione

HRID 1749521ノート

反応式

HRID 1749521 の反応式
[C:1]1(=O)[CH2:6][CH2:5][CH2:4][C:3](=[O:7])[CH2:2]1.[C:9](=[O:12])([O-])[O-].[K+].[K+].I[CH3:16]>CC(C)=O>[CH3:16][C:2]1([CH3:1])[C:3](=[O:7])[CH2:4][CH2:5][CH2:6][C:9]1=[O:12]

参加物

5

反応物 3

HCID 6328Methyl iodideHCID 104341,3-CyclohexanedioneHCID 11430Potassium Carbonate

生成物 1

HCID 5509672,2-Dimethyl-1,3-cyclohexanedione収率 28%

試薬・触媒・溶媒 1

HCID 180Acetone溶媒

実験手順

A mixture of cyclohexane-1,3-dione (10.0 g, 89.3 mmol), potassium carbonate (24.6 g, 178.6 mmol), and iodomethane (28.5 g, 201 mmol) in acetone (50 mL) was refluxed overnight. The reaction mixture was concentrated and the residue was purified by silica gel column chromatography (5-10% ethyl acetate in petroleum ether) to afford the title compound (3.5 g, 25.0 mmol, 28% yield). 1H NMR (400 MHz, CDCl3) δ (ppm) 2.69 (t, J=6.8 Hz, 4H), 1.52 (m, 2H) 1.31 (s, 6H).

後処理

  1. temperaturewas refluxed overnight
  2. concentrationThe reaction mixture was concentrated
  3. customthe residue was purified by silica gel column chromatography (5-10% ethyl acetate in petroleum ether)

出典と根拠

ORDレコード
ord-c04033cc612c47d3a17321a08e70ee1e
出典データセット
uspto-grants-2015_10
特許番号
US09156798B2

反応ノート

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