Acetic Anhydride → 4,7-Epoxyisobenzofuran-1,3-dione, hexahydro-

HRID 1968922노트

반응식

HRID 1968922 반응식
C(OC(=O)C)(=O)C.[CH2:8]1[C@H:13]2[O:14][C@H:10]([C@H:11]([C:18]([OH:20])=[O:19])[C@@H:12]2[C:15]([OH:17])=O)[CH2:9]1>C1C=CC=CC=1>[CH2:9]1[CH:10]2[O:14][CH:13]([CH:12]3[C:15](=[O:17])[O:20][C:18](=[O:19])[CH:11]32)[CH2:8]1

참가 물질

4

반응물 2

HCID 7918Acetic AnhydrideHCID 168842rel-(1R,2S,3R,4S)-7-Oxabicyclo[2.2.1]heptane-2,3-dicarboxylic acid

생성물 1

HCID 930044,7-Epoxyisobenzofuran-1,3-dione, hexahydro-수율 50.6%

시약·촉매·용매 1

HCID 241Benzene용매

반응 조건

온도
80 °C

실험 절차

As shown in scheme 1, we prepared endothal anhydride by adding acetic anhydride (0.5 mL) (4) to a suspension of Endothall (186 mg) (3) in benzene (3 mL) and the mixture was then stirred until the solid had gone into solution (2 hours). The solution was heated under vacuum to remove the benzene and the residue was then heated at 80° C. for 30 min. Petroleum ether (5 mL) was then added and the desired anhydride spontaneously crystallized. The product was removed by filtration washed with a little petroleum ether to give the pure product (85 mg) which was used immediately in the following two preparations.

후처리

  1. customhad gone into solution (2 hours)
  2. temperatureThe solution was heated under vacuum
  3. customto remove the benzene
  4. additionPetroleum ether (5 mL) was then added
  5. customthe desired anhydride spontaneously crystallized
  6. customThe product was removed by filtration
  7. washwashed with a little petroleum ether

출처 및 근거

ORD 기록
ord-7401bfbd7737457088858aafe5b67793
출처 데이터셋
uspto-grants-2013_04
특허 번호
US08426444B2

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