Cyclopentadeca-2,14-dien-1-one → Cyclopentadecanone
Reaction equation
[C:1]1(=[O:16])[CH:15]=[CH:14][CH2:13][CH2:12][CH2:11][CH2:10][CH2:9][CH2:8][CH2:7][CH2:6][CH2:5][CH2:4][CH:3]=[CH:2]1.[H][H]>C(O)C.[Pd]>[CH2:8]1[CH2:7][CH2:6][CH2:5][CH2:4][CH2:3][CH2:2][C:1](=[O:16])[CH2:15][CH2:14][CH2:13][CH2:12][CH2:11][CH2:10][CH2:9]1Participants
5
Reactant 2
Product 1
Reagents, catalysts & solvents 2
Procedure
A solution of 1.00 g (4.55 mMole) of cyclopentadeca-2,14-dien-1-one in 20 ml of ethanol was hydrogenated in the presence of 50 mg of palladium on charcoal. Hydrogen uptake (230 ml) was complete after 1 h at 20°. The mixture was filtered, evaporated and distilled to give 0.96 g (94%) of EXALTONE® having b.p. 115°/0.1 Torr; m.p. 65°-66°.
Workup
- filtrationThe mixture was filtered
- customevaporated
- distillationdistilled
Sources & evidence
- ORD record
- ord-21dadf26d14a4ba4b795642887de36a9
- Source dataset
- uspto-grants-1982_08
- Patent number
- US04346023
Reaction notes
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