HCID 20089190, compound → HCID 20089209, compound
Reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]([CH:9]=[C:10]([CH2:13][CH:14]=[CH2:15])[C:11]=1[OH:12])[C:5]([O:7][CH3:8])=[O:6].[H][H]>C(O)C.[Rh]>[Cl:1][C:2]1[CH:3]=[C:4]([CH:9]=[C:10]([CH2:13][CH2:14][CH3:15])[C:11]=1[OH:12])[C:5]([O:7][CH3:8])=[O:6]Participants
5
Reactant 2
Product 1
Reagents, catalysts & solvents 2
Procedure
A Parr flask was charged with a solution of 14.784 g (65.2 mmol) of the product of step A dissolved in 80 mL ethanol and 0.485 g of 5% rhodium on alumina catalyst was added. The reaction mixture was mounted in a Parr hydrogenation apparatus, pressurized to 40 psig hydrogen and shaken for 30 minutes. The reaction vessel was then removed from the apparatus, the contents were filtered and the flitrate was evaporated and dried in vacuo to afford 14.878 (99%) of the title compound.
Workup
- customThe reaction vessel was then removed from the apparatus
- filtrationthe contents were filtered
- customthe flitrate was evaporated
- customdried in vacuo
Sources & evidence
- ORD record
- ord-d7716e11934e4bbbbed614d533f129dc
- Source dataset
- uspto-grants-1995_02
- Patent number
- US05391566
Reaction notes
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