Anthracene → Non-2-ene
Reaction equation
[CH:1]1[C:14]2C(=CC3[C:12]([CH:13]=2)=[CH:11][CH:10]=[CH:9]C=3)C=[CH:3][CH:2]=1>C/C=C/CCCCCC>[CH3:3][CH:2]=[CH:1][CH2:14][CH2:13][CH2:12][CH2:11][CH2:10][CH3:9]Participants
3
Reactant 1
Product 1
Reagents, catalysts & solvents 1
Procedure
To obtain an olefin further enriched in trans-2-nonene, 8.9 g (91 mmoles) of Olefin Product 1 treated with 12.6 g (70 mmoles) of the anthracene, as described above, to form a Diels-Alder adduct with the 2-nonene. By distillation, as above, 3.3 g (33 mmoles) of Unreacted Olefins 3 was separated from the crude nonene-anthracene mixture. The remaining nonene-anthracene adduct was thermally dissociated, as described above, and 3.7 g (37 mmoles) of Olefin Product 3 recovered. Olefin Product 3 was further enriched in trans-2-nonene. Olefin Product 3 contained 97.2% trans-2-nonene compared with 75.6% in the original feedstock and 91.9% in Olefin Product 1.
Sources & evidence
- ORD record
- ord-ecf7e12baae74de4a32c7285e8dcf562
- Source dataset
- uspto-grants-2004_05
- Patent number
- US06734332B1
Reaction notes
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