Cyclopentadiene → HCID 12538511, compound

HRID 1704617Notes

Reaction equation

HRID 1704617 reaction equation
[C:1](#[N:4])[CH:2]=[CH2:3].[CH:5]1[CH2:9][CH:8]=[CH:7][CH:6]=1>>[C:1]([CH2:2][CH2:3][CH:8]1[CH:7]=[CH:6][CH:5]=[CH:9]1)#[N:4]

Participants

3

Reactant 2

HCID 7612Cyclopentadiene2×HCID 7855Acrylonitrile

Product 1

HCID 12538511HCID 12538511, compound

Procedure

U.S. Pat. No. 3,409,659 by R. L. Pruett and S. Raines teaches a modification of Bruson's addition of acrylonitrile to cyclopentadiene. By using a 4-6 molar excess of cyclopentadiene, maintaining the temperature of the reaction mass at between -5° and 0° C., and extending the addition and post-addition reaction periods, Pruett and Raines were able to obtain low yields (from 11 percent to a maximum of 30 percent) of mono-(β-cyanoethyl)cyclopentadiene.

Workup

  1. temperaturemaintaining the temperature of the reaction mass at between -5° and 0° C.
  2. additionthe addition and post-addition reaction periods, Pruett and Raines
  3. customto obtain low

Sources & evidence

ORD record
ord-b72545663cc34a9b928408ce69786ebb
Source dataset
uspto-grants-1978_11
Patent number
US04127497

Reaction notes

Loading…