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

HRID 893532Notes

Reaction equation

HRID 893532 reaction equation
[CH:1]1[CH2:5][CH:4]=[CH:3][CH:2]=1.[C:6]([O:10][CH3:11])(=[O:9])C=C.[CH3:12][CH2:13]CCCC>>[CH3:11][O:10][C:6]([CH:2]1[CH2:1][CH:5]2[CH2:4][CH:3]1[CH:12]=[CH:13]2)=[O:9]

Participants

4

Reactant 3

HCID 7294Methyl AcrylateHCID 7612CyclopentadieneHCID 8058Hexane

Product 1

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

Procedure

In a 1-liter four-necked flask equipped with a Dimorth reflux condenser and a thermometer, 300 ml of cyclopentadiene and 200 ml of n-hexane was placed, and 250 ml of methyl acrylate was added dropwise over one hour while cooled on an ice bath and stirred, and then stirred for a further 30 minutes, to obtain 2-methoxycarbonyl-5-norbornene.

Workup

  1. customIn a 1-liter four-necked flask equipped with a Dimorth
  2. temperaturereflux condenser
  3. temperaturewhile cooled on an ice bath
  4. stirringstirred for a further 30 minutes

Sources & evidence

ORD record
ord-cca61b4b3ed445e78d9740bf7f5b2fc0
Source dataset
uspto-grants-1992_06
Patent number
US05126065

Reaction notes

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