Ethylene Glycol → Ethyl 2-methyl-1,3-dioxolane-2-propionate

HRID 235702

반응식

HRID 235702 반응식
[CH2:1]([OH:4])[CH2:2][OH:3].C1(C)C=CC(S(O)(=O)=O)=CC=1.[C:16]([O:23][CH2:24][CH3:25])(=[O:22])[CH2:17][CH2:18][C:19]([CH3:21])=O.C(=O)(O)[O-].[Na+]>O.C1(C)C=CC=CC=1>[CH2:1]1[O:4][C:19]([CH3:21])([CH2:18][CH2:17][C:16]([O:23][CH2:24][CH3:25])=[O:22])[O:3][CH2:2]1

참가 물질

7

반응물 4

HCID 174Ethylene GlycolHCID 6101p-Toluenesulfonic acidHCID 10883Ethyl levulinateHCID 516892Sodium Bicarbonate

생성물 1

HCID 70332Ethyl 2-methyl-1,3-dioxolane-2-propionate

시약·촉매·용매 2

HCID 962Water용매2회HCID 1140Toluene용매

실험 절차

A mixture of about 110.86 g of ethylene glycol, about 2 g of p-toluenesulfonic acid and about 800 ml of toluene was refluxed using a Dean-Stark trap until no more water came off. An about 250 g portion of ethyl levulinate was added and refluxing was continued until no more water came off. The mixture was then cooled to room temperature, poured into saturated sodium bicarbonate, the organic layer dried and the solvent removed. The residue was distilled (about 67°-70° C., 0.35 mm) and the distillate stirred for about 20 minutes with about 6 g of sodium borohydride in ethanol. The solvent was removed, the residue dissolved in ether, washed with saturated sodium bicarbonate, dried and then distilled (about 41°-45° C., 0.3 mm), giving about 83 g of the desired title compound.

후처리

  1. temperaturewas refluxed
  2. temperaturerefluxing
  3. customthe organic layer dried
  4. customthe solvent removed
  5. distillationThe residue was distilled (about 67°-70° C., 0.35 mm)
  6. customThe solvent was removed
  7. dissolutionthe residue dissolved in ether
  8. washwashed with saturated sodium bicarbonate
  9. customdried
  10. distillationdistilled (about 41°-45° C., 0.3 mm)

출처 및 근거

ORD 기록
ord-2ae60c5edcd243dd857201c80ff05cdc
출처 데이터셋
uspto-grants-1987_02
특허 번호
US04640913

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