Sodium hydride → Dimethyl 2-(2,4,5-trimethylphenyl)-malonate

HRID 585470노트

반응식

HRID 585470 반응식
[H-].[Na+].[CH3:3][C:4]1[CH:9]=[C:8]([CH3:10])[C:7]([CH3:11])=[CH:6][C:5]=1[CH2:12][C:13]([O:15][CH3:16])=[O:14]>C(=O)(OC)OC>[CH3:3][C:4]1[CH:9]=[C:8]([CH3:10])[C:7]([CH3:11])=[CH:6][C:5]=1[CH:12]([C:13]([O:15][CH3:16])=[O:14])[C:13]([O:15][CH3:16])=[O:14]

참가 물질

4

반응물 2

HCID 24758Sodium hydrideHCID 22336857Methyl 2,4,5-trimethylphenylacetate

생성물 1

HCID 22336858Dimethyl 2-(2,4,5-trimethylphenyl)-malonate수율 164.9%

시약·촉매·용매 1

HCID 12021Dimethyl Carbonate용매2회

반응 조건

온도
80 °C

실험 절차

18.6 g (0.62 mol, 80% pure) of sodium hydride were initially introduced into 384 ml of dimethyl carbonate and the mixture was heated to about 80° C. 48 g (0.25 mol) of methyl 2,4,5-trimethylphenylacetate, dissolved in 100 ml of dimethyl carbonate, were then added dropwise and the mixture was heated under reflux for 4 hours. It was cooled to room temperature, the excess sodium hydride was destroyed with ethanol and the mixture was then poured into 1500 ml of ice-water. A pH of 4 to 5 was established with 6 N hydrochloric acid and the organic phase was taken up in toluene. The organic phase was separated off, dried and concentrated and the residue was employed in the next stage without further purification. 51.6 g of dimethyl 2-(2,4,5-trimethylphenyl)-malonate were obtained as an oil.

후처리

  1. additionwere then added dropwise
  2. temperaturethe mixture was heated
  3. temperatureunder reflux for 4 hours
  4. temperatureIt was cooled to room temperature
  5. customthe excess sodium hydride was destroyed with ethanol
  6. additionthe mixture was then poured into 1500 ml of ice-water
  7. customThe organic phase was separated off
  8. customdried
  9. concentrationconcentrated
  10. customthe residue was employed in the next stage without further purification

출처 및 근거

ORD 기록
ord-f24734f4200f42c1b056583916124692
출처 데이터셋
uspto-grants-2005_08
특허 번호
US06933261B2

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