Dicyclopentadiene → 1,2,3,4,4a,5,8,8a-Octahydro-1,4:5,8-dimethanonaphthalen-2-yl acetate
Reaction equation
[C:1]([O:4][CH:5]=[CH2:6])(=[O:3])[CH3:2].[CH2:7]1[CH:11]2[CH:12]3[CH:16]=[CH:15][CH:14]([CH:10]2[CH:9]=[CH:8]1)[CH2:13]3.C(OC(C1CC2CC1C=C2)=O)(=O)C.C1CC=CC=1>>[C:1]([O:4][CH:5]1[CH2:6][CH:7]2[CH2:8][CH:9]1[CH:10]1[CH:11]2[CH:12]2[CH2:13][CH:14]1[CH:15]=[CH:16]2)(=[O:3])[CH3:2]Participants
5
Procedure
The reaction was carried out in the same manner as in the Synthesis Example 1(1), except for using vinyl acetate, dicyclopentadiene, and 5-acetoxycarbonylbicyclo[2.2.1]hept-2-ene at a molar ratio of 3:1(as cyclopentadiene):1 as reaction raw materials, to obtain 8-acetoxytetracyclo[4.4.0.12,5.17,10]dodec-3-ene of the following formula (13) at an yield of 36%.
Sources & evidence
- ORD record
- ord-80f73f5e62e244dcb7efe50b5a2f3760
- Source dataset
- uspto-grants-2001_01
- Patent number
- US06180316B2
Reaction notes
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