2,6-Lutidine → 1,8-Diazabicyclo(5.4.0)undec-7-ene

HRID 2372654Notes

Reaction equation

HRID 2372654 reaction equation
[N:1]1[C:6](C)=[CH:5][CH:4]=[CH:3][C:2]=1[CH3:8]>C1(C)C=CC=CC=1>[CH2:3]1[CH2:2][CH2:8][N:1]2[C:6](=[N:1][CH2:2][CH2:3][CH2:4]2)[CH2:5][CH2:4]1

Participants

3

Reactant 1

HCID 79372,6-Lutidine

Product 1

HCID 811841,8-Diazabicyclo(5.4.0)undec-7-ene

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

A mixture of 5.0 g of product of Step 3 and 2.13 g of 2,6-lutidine is heated at 143° C. for 30 minutes. Two drops of DBU are added and the reaction mixture is heated for additional 1 hour and 30 minutes, cooled and worked up as in (b) above to give 4.23 g of the desired product. The reaction can also be carried out in excess of 2,6-lutidine and a catalytic amount of DBU without solvent or in the presence of toluene as solvent giving similar results.

Workup

  1. customThe reaction

Sources & evidence

ORD record
ord-d6c71a259e26410093fed000eb61cfb0
Source dataset
uspto-grants-1992_03
Patent number
US05100461

Reaction notes

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