Diethyl Ether → 5-Norbornene-2-carboxylic acid

HRID 256805

Reaction equation

HRID 256805 reaction equation
[C:1]([OH:5])(=[O:4])[CH:2]=[CH2:3].[CH:6]1[CH2:10][CH:9]=[CH:8]C=1.[CH2:11](OCC)C>>[CH:3]12[CH2:11][CH:10]([CH:9]=[CH:8]1)[CH2:6][CH:2]2[C:1]([OH:5])=[O:4]

Participants

4

Reactant 3

HCID 3283Diethyl EtherHCID 6581Acrylic AcidHCID 7612Cyclopentadiene

Product 1

HCID 789495-Norbornene-2-carboxylic acidYield 82%

Procedure

49.5 g of acrylic acid was added to 49.9 g of cyclopentadiene and 40 ml of diethyl ether, and a reaction was allowed to react at room temperature for 2 hr with stirring. After the completion of the reaction, the reaction mixture was concentrated and purified by distillation to give 78.0 g (yield: 82%) of an intended product.

Workup

  1. customto react at room temperature for 2 hr
  2. customAfter the completion of the reaction
  3. concentrationthe reaction mixture was concentrated
  4. distillationpurified by distillation

Sources & evidence

ORD record
ord-27035d7ebe8f4b13943e774c599ac188
Source dataset
uspto-grants-1993_11
Patent number
US05260257

Linked notes

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