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

HRID 68482ノート

反応式

HRID 68482 の反応式
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

参加物

4

反応物 2

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 241Benzene溶媒

反応条件

温度
80 °C

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-4683cf18ad7e4cdbb68988e42da94880
出典データセット
uspto-grants-2014_09
特許番号
US08822461B2

反応ノート

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