Benzene → 2-(4-Bromothiophen-2-yl)-1,3-dioxolane

HRID 2081756노트

반응식

HRID 2081756 반응식
[Br:1][C:2]1[CH:3]=[C:4]([CH:7]=[O:8])[S:5][CH:6]=1.C1(C)C=CC(S(O)(=O)=[O:16])=CC=1.[CH:20]1[CH:25]=CC=CC=1>>[Br:1][C:2]1[CH:3]=[C:4]([CH:7]2[O:16][CH2:20][CH2:25][O:8]2)[S:5][CH:6]=1

참가 물질

4

반응물 3

HCID 241BenzeneHCID 6101p-Toluenesulfonic acidHCID 877924-Bromothiophene-2-carbaldehyde

생성물 1

HCID 38572552-(4-Bromothiophen-2-yl)-1,3-dioxolane수율 72%

실험 절차

In a 100 mL roundbottom flask equipped with a dean stark trap and a reflux condenser, 4-bromothiophene-2-carboxaldehyde (25 g, 131 mMol) and a catalytic amount of p-toluenesulfonic acid were dissolved in benzene (50 mL). The mixture was heated to reflux overnight. The reaction was cooled, washed with sat'd sodium bicarbonate, water, dried (MgSO4) and concentrated. Purification by fractional distillation (80°-90° C., 0.5 mm Hg) afforded 24.23 g (72%) of the desired dioxolane as a clear liquid.

후처리

  1. customIn a 100 mL roundbottom flask equipped with a dean stark trap and a reflux condenser
  2. temperatureThe mixture was heated
  3. temperatureto reflux overnight
  4. temperatureThe reaction was cooled
  5. washwashed with sat'd sodium bicarbonate, water
  6. dry with materialdried (MgSO4)
  7. concentrationconcentrated
  8. customPurification
  9. distillationby fractional distillation (80°-90° C., 0.5 mm Hg)

출처 및 근거

ORD 기록
ord-410fc2c968474776b0367118b95eccbe
출처 데이터셋
uspto-grants-1993_02
특허 번호
US05185363

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