5,6,7,8-tetrahydro-1H-cyclohepta[c]furan-1,3(4H)-dione → rac-(3aR,8aS)-hexahydro-1H-cyclohepta(c)furan-1,3(3aH)-dione
Reaction equation
[C:1]12[C:11](=[O:12])[O:10][C:8](=[O:9])[C:2]=1[CH2:3][CH2:4][CH2:5][CH2:6][CH2:7]2>C(OC(=O)C)(=O)C>[C@@H:2]12[C:8](=[O:9])[O:10][C:11](=[O:12])[C@@H:1]1[CH2:7][CH2:6][CH2:5][CH2:4][CH2:3]2Participants
3
Reactant 1
Product 1
Reagents, catalysts & solvents 1
Procedure
Hydrogenation of this anhydride using platinic oxide in acetic anhydride according to the procedure set forth in Coll. Czech. Chem. Comm., Vol. 26, p. 262 (1961) yields (cis)-1,2-cycloheptanedicarboxylic anhydride. Treatment with water and recrystallization gives (cis)-1,2-cycloheptanedicarboxylic acid.
Sources & evidence
- ORD record
- ord-ad3fcff258f04f75935602470f3223ac
- Source dataset
- uspto-grants-1985_02
- Patent number
- US04499079
Reaction notes
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