Diethyl Ether → HCID 20070593, compound

HRID 1723461Notes

Reaction equation

HRID 1723461 reaction equation
[C:1]([O:5][CH3:6])(=[O:4])C=C.[CH2:7]([C:10]1[CH2:14][CH:13]=[CH:12][CH:11]=1)[CH:8]=[CH2:9].[CH3:15][CH2:16]OCC>>[CH2:7]([C:10]12[CH2:14][CH:13]([CH:15]=[CH:16]1)[CH2:12][CH:11]2[C:1]([O:5][CH3:6])=[O:4])[CH:8]=[CH2:9]

Participants

4

Reactant 3

HCID 3283Diethyl EtherHCID 7294Methyl AcrylateHCID 11355451beta-propenylcyclopentadiene

Product 1

HCID 20070593HCID 20070593, compound

Procedure

137 g of methyl acrylate are added dropwise over 30 minutes to a solution of 170 g of allylcyclopentadiene, prepared in accordance with the procedure of Example 1, in 200 ml of ether. The clear solution is boiled under reflux for 2 hours. The ether is distilled off, and the residue is fractionated in vacuo through a column. At a pressure of 20 mm and in the temperature range from 107° to 115° C., 163 g of methyl allylbicyclo[2.2.1]hept-5-ene-2-carboxylate distill in the form of a faintly yellow liquid; nD20 =1.4863.

Workup

  1. temperatureunder reflux for 2 hours
  2. distillationThe ether is distilled off
  3. distillationAt a pressure of 20 mm and in the temperature range from 107° to 115° C., 163 g of methyl allylbicyclo[2.2.1]hept-5-ene-2-carboxylate distill in the form of a faintly yellow liquid

Sources & evidence

ORD record
ord-d578514dba054ac4aa9d58ea34864659
Source dataset
uspto-grants-1989_08
Patent number
US04861885

Reaction notes

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