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

HRID 1749530노트

반응식

HRID 1749530 반응식
[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]

참가 물질

5

반응물 3

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

생성물 1

HCID 5509672,2-Dimethyl-1,3-cyclohexanedione수율 28%

시약·촉매·용매 1

HCID 180Acetone용매

실험 절차

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).

후처리

  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)

출처 및 근거

ORD 기록
ord-c98b60add5eb44b99fb6e2203ef2866b
출처 데이터셋
uspto-grants-2015_10
특허 번호
US09156798B2

반응 노트

불러오는 중…