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

HRID 1749530ノート

反応式

HRID 1749530 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. After completion, the solvent was removed under reduced pressure 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. customAfter completion, the solvent was removed under reduced pressure
  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-c98b60add5eb44b99fb6e2203ef2866b
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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