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

HRID 68482노트

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HRID 68482 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

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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-4683cf18ad7e4cdbb68988e42da94880
출처 데이터셋
uspto-grants-2014_09
특허 번호
US08822461B2

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