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

HRID 235702

反応式

HRID 235702 の反応式
[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

参加物

7

反応物 4

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

生成物 1

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

試薬・触媒・溶媒 2

HCID 962Water溶媒2 回HCID 1140Toluene溶媒

実験手順

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.

後処理

  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)

出典と根拠

ORDレコード
ord-2ae60c5edcd243dd857201c80ff05cdc
出典データセット
uspto-grants-1987_02
特許番号
US04640913

関連ノート

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