N-[(E)-2,4-pentadienyl]-N-(2-propenyl)-acetamide → 8-Azabicyclo[4.3.0]non-2-ene

HRID 1489527Notes

Reaction equation

HRID 1489527 reaction equation
[CH2:1]([N:6]([CH2:10][CH:11]=[CH2:12])C(=O)C)/[CH:2]=[CH:3]/[CH:4]=[CH2:5]>C1(C)C(C)=CC=CC=1>[CH:11]12[CH2:10][NH:6][CH2:1][CH:2]1[CH2:3][CH2:4][CH:5]=[CH:12]2

Participants

3

Reactant 1

HCID 12260271N-[(E)-2,4-pentadienyl]-N-(2-propenyl)-acetamide

Product 1

HCID 123867678-Azabicyclo[4.3.0]non-2-ene

Reagents, catalysts & solvents 1

HCID 7237O-XyleneSolvent

Procedure

Dissolve 33.1 g (0.2 mol) of N-[(E)-2,4-pentadienyl]-N-(2-propenyl)-acetamide (title compound from Example A.3.) in 200 ml of xylene, introduce a vigorous stream of nitrogen for 15 min, add 0.1 g of 4-hydroxyanisole, then heat to reflux overnight and distil in a high vacuum.

Sources & evidence

ORD record
ord-0e54a55464e94df5a3adcfaf499be83d
Source dataset
uspto-grants-1997_10
Patent number
US05679675

Reaction notes

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