Methyl iodide → 2-(4-Bromo-2,6-dimethylphenyl)-3-methoxy-cyclopent-2-enone

HRID 514190노트

반응식

HRID 514190 반응식
[Br:1][C:2]1[CH:7]=[C:6]([CH3:8])[C:5]([CH:9]2[C:13](=[O:14])[CH2:12][CH2:11][C:10]2=[O:15])=[C:4]([CH3:16])[CH:3]=1.[C:17](=O)([O-])[O-].[K+].[K+].IC>CC(C)=O>[Br:1][C:2]1[CH:3]=[C:4]([CH3:16])[C:5]([C:9]2[C:13](=[O:14])[CH2:12][CH2:11][C:10]=2[O:15][CH3:17])=[C:6]([CH3:8])[CH:7]=1

참가 물질

5

반응물 3

HCID 6328Methyl iodideHCID 11430Potassium CarbonateHCID 896009062-(4-Bromo-2,6-dimethylphenyl)cyclopentane-1,3-dione

생성물 1

HCID 668681542-(4-Bromo-2,6-dimethylphenyl)-3-methoxy-cyclopent-2-enone

시약·촉매·용매 1

HCID 180Acetone용매

반응 조건

온도
27.5 °C

실험 절차

To a solution of 2-(4-bromo-2,6-dimethylphenyl)cyclopentane-1,3-dione (40 g, 0.143 mol) in acetone (2000 ml) is added anhydrous potassium carbonate (98.5 g, 0.714 mol) and iodomethane (45 ml, 0.72 mol). The resulting mixture is stirred at 25-30°C. for 16 hours, then volatile solvents are removed in vacuo, and the residue is diluted with distilled water (200 ml) and extracted with ethyl acetate (3×500 ml). Organic fractions are combined, washed with distilled water, brine, then dried over sodium sulphate, filtered and the filtrate concentrated in vacuo. The crude product is purified by flash column chromatography to afford 2-(4-bromo-2,6-dimethylphenyl)-3-methoxycyclopent-2-enone.

후처리

  1. customvolatile solvents are removed in vacuo
  2. additionthe residue is diluted with distilled water (200 ml)
  3. extractionextracted with ethyl acetate (3×500 ml)
  4. washwashed with distilled water, brine
  5. dry with materialdried over sodium sulphate
  6. filtrationfiltered
  7. concentrationthe filtrate concentrated in vacuo
  8. customThe crude product is purified by flash column chromatography

출처 및 근거

ORD 기록
ord-2f1be38455e648869d39927cce4df506
출처 데이터셋
uspto-grants-2015_08
특허 번호
US09107415B2

반응 노트

불러오는 중…