Dicyclopentadiene → HCID 22172298, compound

HRID 2234144Notes

Reaction equation

HRID 2234144 reaction equation
C1C2C3C=CC(C2C=C1)C3.C(/C(/C([O-])=O)=C(/C(C)C)\C([O-])=O)(C)C.[CH:25]([O:28][C:29]([CH:31]1[CH:36]([C:37]([O:39]C(C)C)=[O:38])[CH:35]2[CH2:43][CH:32]1[CH:33]=[CH:34]2)=[O:30])([CH3:27])[CH3:26]>>[CH:25]([O:28][C:29]([CH:31]1[CH:36]([C:37]([OH:39])=[O:38])[CH:35]2[CH2:43][CH:32]1[CH:33]=[CH:34]2)=[O:30])([CH3:27])[CH3:26]

Participants

4

Reactant 3

HCID 6492DicyclopentadieneHCID 145635075-Norbornene-2,3-dicarboxylic acid diisopropyl esterHCID 77174760HCID 77174760, compound

Product 1

HCID 22172298HCID 22172298, compoundYield 83%

Procedure

27.1 g (0.2 mol) of dicyclopentadiene and 80.4 g (0.4 mol) of diisopropylfumarate were charged in a 200 ml autoclave, and after sufficiently replacing with nitrogen, reaction was conducted at 170° C. for 5 hours. The reaction liquid was distilled under reduced pressure of 0.4 kPa to obtain 88 g of a fraction of 124-126° C. It was confirmed by 1H-NMR spectrum and GC-MS that this fraction is 5-norbornene-2,3-dicarboxylic acid diisopropyl ester. Yield: 83%.

Workup

  1. customafter sufficiently replacing with nitrogen, reaction
  2. customThe reaction liquid
  3. distillationwas distilled under reduced pressure of 0.4 kPa
  4. customto obtain 88 g of a fraction of 124-126° C

Sources & evidence

ORD record
ord-08c329f4e79749a3a7f96bdbef10a468
Source dataset
uspto-grants-2010_05
Patent number
US07709583B2

Reaction notes

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