1,3-Cyclohexadiene → 2,3-Dihydro-4,7-dimethoxy-1H-indene
Reaction equation
[CH3:1][O:2][C:3]1[CH:11]=[CH:10][C:9]([O:12][CH3:13])=[C:8]2[C:4]=1[CH2:5][CH2:6][C:7]2=O.C1CCC=CC=1>C1(C)C=CC=CC=1>[CH3:13][O:12][C:9]1[CH:10]=[CH:11][C:3]([O:2][CH3:1])=[C:4]2[C:8]=1[CH2:7][CH2:6][CH2:5]2Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Procedure
A mixture of intermediate A (1 g, 6 mmole), 1,3-cyclohexadiene (0.6 ml, 6 mmole), and toluene (15 ml) was refluxed about 15 hours under a nitrogen atmosphere. The solvent was removed under reduced pressure to yield 1.5 g of crude Diels-Alder adduct (intermediate B), which was used directly in the next step.
Workup
- temperaturewas refluxed about 15 hours under a nitrogen atmosphere
- customThe solvent was removed under reduced pressure
Sources & evidence
- ORD record
- ord-22717950577c41cf82522d615a371747
- Source dataset
- uspto-grants-1988_05
- Patent number
- US04746607
Reaction notes
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