Maleic Anhydride → 3a,4,7,7a-Tetrahydro-4,7-epoxyisobenzofuran-1,3-dione

HRID 1482732ノート

反応式

HRID 1482732 の反応式
[C:1]1(=[O:7])[O:6][C:4](=[O:5])[CH:3]=[CH:2]1.[O:8]1[CH:12]=[CH:11][CH:10]=[CH:9]1>C1(C)C=CC=CC=1>[O:8]1[CH:12]2[CH:11]=[CH:10][CH:9]1[CH:2]1[CH:3]2[C:4](=[O:5])[O:6][C:1]1=[O:7]

参加物

4

反応物 2

HCID 7923Maleic AnhydrideHCID 8029Furan

生成物 1

HCID 984843a,4,7,7a-Tetrahydro-4,7-epoxyisobenzofuran-1,3-dione

試薬・触媒・溶媒 1

HCID 1140Toluene溶媒

反応条件

温度
80 °C

実験手順

Protected-maleimide functional initiator was synthesized by following literature.4 Maleic anhydride (10.0 g, 0.1 mol) was suspended in 30 mL of toluene and the mixture warmed to 80° C. Furan (11.3 mL, 0.15 mol) was added via syringe and the turbid solution was stirred for overnight. The mixture was then cooled to ambient temperature white solids formed during standing were collected by filtration and washed with 2×30 mL of diethyl ether afforded 3a,4,7,7a-tetrahydro-4,7-epoxyisobenzofuran-1,3-dione (1) as white needless. Yield: 12.35 g (74%). 1H NMR (500 MHz, CDCl3, δ) 6.55 (s, 2H, CH═CH, bridge protons), 5.45 (s, 2H, —CHO, bridge-head protons), 3.15 (s, 2H, CH—CH, bridge protons). 13C NMR (CDCl3, δ): 169.9, 137.0, 82.2, 48.7.

後処理

  1. customProtected-maleimide functional initiator was synthesized
  2. temperatureThe mixture was then cooled to ambient temperature white solids
  3. customformed
  4. filtrationduring standing were collected by filtration
  5. washwashed with 2×30 mL of diethyl ether

出典と根拠

ORDレコード
ord-26fb1d2cd6df42abba7ac44d9883ecfb
出典データセット
uspto-grants-2016_08
特許番号
US09415123B2

反応ノート

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