Oxygen → 3-Hydroxy-1-oxaspiro[4.5]decan-2-one
Reaction equation
[C:1]([O:5][CH3:6])(=[O:4])[CH:2]=[CH2:3].CC(C)(C)C([OH:11])C.ON1[C:19](=O)[C:18]2=CC=[CH:23][CH:24]=[C:17]2C1=O.O=O>C([O-])(=O)C.[Co+2].C([O-])(=O)C.C(#N)C>[OH:11][CH:2]1[CH2:3][C:6]2([CH2:19][CH2:18][CH2:17][CH2:24][CH2:23]2)[O:5][C:1]1=[O:4]Participants
7
Procedure
A mixture of 3 mmol of methyl acrylate, 15 mmol of 3,3-dimethyl-2-butanol, 0.3 mmol of N-hydroxyphthalimide, 0.003 mmol of cobalt(II) acetate, 0.03 mmol of acetylacetonatocobalt(III), and 1 ml of acetonitrile was stirred at 50° C. in an oxygen atmosphere (1 atm) for 5 hours. A reaction mixture was subjected to column chromatography on a silica gel to yield 3-hydroxy-2-oxo-1-oxaspiro[4.5]decane in a yield of 83%.
Sources & evidence
- ORD record
- ord-3d6bc64c6b4340d1b32089378ed3e94e
- Source dataset
- uspto-grants-2007_02
- Patent number
- US07183423B1
Reaction notes
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