Cyclopentadiene → endo-Dicyclopentadiene

HRID 335349

反応式

HRID 335349 の反応式
[C:1]1(=O)O[C:4](=O)[CH:3]=[CH:2]1.C1CC=CC=1.[CH2:13]1[CH:17]2C(C(O)=O)[CH:19](C(O)=O)[CH:14]1[CH:15]=[CH:16]2>O>[CH2:1]1[CH:19]2[C@@H:14]3[CH:13]=[CH:17][C@H:16]([CH:4]2[CH:3]=[CH:2]1)[CH2:15]3

参加物

5

反応物 3

HCID 7612CyclopentadieneHCID 7923Maleic AnhydrideHCID 979655-Norbornene-2,3-dicarboxylic acid

生成物 1

HCID 15618652endo-Dicyclopentadiene収率 49%

試薬・触媒・溶媒 1

HCID 962Water溶媒

反応条件

温度
25 °C

実験手順

Maleic anhydride (88.3 g, 0.90 mole) and water (150.0 g) was stirred at 20°-30° C. under nitrogen, cyclopentadiene (30.0 g, 0.45 mole) was added by dropping in 1 hour and stirred at 25° C. for 6 hours and heated to 101° C. and held for 20 hours until 92% of nadic acid was converted to NBLCO2H as detected by GC. The wet crystal was filtered out and recrystallized from water to obtain 40.3 g of NBLCO2H with a yield of 49%.

後処理

  1. temperatureheated to 101° C.
  2. filtrationThe wet crystal was filtered out
  3. customrecrystallized from water
  4. customto obtain 40.3 g of NBLCO2H with a yield of 49%

出典と根拠

ORDレコード
ord-852a3367cd29478e83e3147d8cf9086f
出典データセット
uspto-grants-2014_11
特許番号
US08883897B2

関連ノート

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