1-Bromo-2-methylpropane → Diethyl isobutylmalonate

HRID 129719

반응식

HRID 129719 반응식
CC[O-].[Na+].[C:5]([O:13][CH2:14][CH3:15])(=[O:12])[CH2:6][C:7]([O:9][CH2:10][CH3:11])=[O:8].[CH2:16](Br)[CH:17]([CH3:19])[CH3:18]>CCO>[CH2:16]([CH:6]([C:7]([O:9][CH2:10][CH3:11])=[O:8])[C:5]([O:13][CH2:14][CH3:15])=[O:12])[CH:17]([CH3:19])[CH3:18]

참가 물질

5

반응물 3

HCID 65551-Bromo-2-methylpropaneHCID 7761Diethyl MalonateHCID 2723922Sodium ethoxide

생성물 1

HCID 25047Diethyl isobutylmalonate수율 88%

시약·촉매·용매 1

HCID 702Ethanol용매

실험 절차

To a solution of NaOEt prepared by dissolving 5.75 g (0.25 mol) of Na in 150 mL of absolute EtOH was added 39 mL (0.250 mol) of diethyl malonate with cooling in a water bath under N2. To the resulting solution was added 24 mL (0.250 mol) of isobutyl bromide. The mixture was refluxed under N2 for 14 hours. The ethanol was evaporated under reduced pressure and the residue was partitioned between CHCl3 and water. The aqueous Na2SO4 and evaporated. The residue was distilled under reduced pressure to give 47.2 g (0.219 mol, 88% of diethyl isobutylmalonate as a colorless liquid. Characteristic analytical data are as follows: bp 127°-135° C. (25 mm Hg); 1H NMR (300 MHz, CDCL3) δ4.20 (q, J=7 Hz, 4H), 3,41 (t, J=8 Hz, 1H), 1.80 (t, J=7 Hz, 2 H), 1.57 (m, 1H), 1.27 (t, J=8 Hz, 6H), 0.92 (d, J=7 Hz, 6H).

후처리

  1. temperaturewith cooling in a water bath under N2
  2. temperatureThe mixture was refluxed under N2 for 14 hours
  3. customThe ethanol was evaporated under reduced pressure
  4. customthe residue was partitioned between CHCl3 and water
  5. customThe aqueous Na2SO4 and evaporated
  6. distillationThe residue was distilled under reduced pressure

출처 및 근거

ORD 기록
ord-dff8ef8195a54140aa73422758901936
출처 데이터셋
uspto-grants-1995_11
특허 번호
US05470834

연결된 노트

불러오는 중…