Methyl Acrylate → Methyl bicyclo[2.2.1]hept-5-ene-2-carboxylate

HRID 982147Notes

Reaction equation

HRID 982147 reaction equation
[CH:1](=[C:3]1[CH2:8]C2C[CH:4]1C=C2)[CH3:2].[CH3:10][O:11][C:12](=[O:15])[CH:13]=[CH2:14].C1CC=CC=1>CCOCC>[CH3:10][O:11][C:12]([CH:13]1[CH2:4][CH:3]2[CH2:8][CH:14]1[CH:2]=[CH:1]2)=[O:15]

Participants

5

Reactant 3

HCID 7294Methyl AcrylateHCID 7612CyclopentadieneHCID 27756Ethylidenenorbornene

Product 1

HCID 250075Methyl bicyclo[2.2.1]hept-5-ene-2-carboxylate

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Procedure

Commercially available ethylidenenorbornene (called "EN" hereinafter) was used as the third comonomer. 82.5 g of methyl-acrylate was reacted with 54 g of cyclopentadiene in ether, and the product was purified by distillation to produce 91 g of 5-methoxycarbonylnorbornene (called "MCN" hereinafter) which was also used as the third comonomer.

Workup

  1. distillationthe product was purified by distillation

Sources & evidence

ORD record
ord-655bcfa97b6641809fc90e55b0741e7d
Source dataset
uspto-grants-1991_02
Patent number
US04994535

Reaction notes

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