HCID 15651831, compound → 6-Dodecyl-6-(l,4-cyclohexadiene 3,6-dione-l-ylmethyl)-l3,l3-dimethyl-l,4,8,11tetraoxacyclotetradecane
Reaction equation
[CH2:1]([C:13]1([CH2:29][C:30]2[CH:35]=[C:34]([OH:36])[CH:33]=[CH:32][C:31]=2[OH:37])[CH2:26][O:25][CH2:24][CH2:23][O:22][CH2:21][C:20]([CH3:28])([CH3:27])[CH2:19][O:18][CH2:17][CH2:16][O:15][CH2:14]1)[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH3:12]>ClCCl.[O-2].[O-2].[Mn+4]>[CH2:1]([C:13]1([CH2:29][C:30]2[C:31](=[O:37])[CH:32]=[CH:33][C:34](=[O:36])[CH:35]=2)[CH2:14][O:15][CH2:16][CH2:17][O:18][CH2:19][C:20]([CH3:27])([CH3:28])[CH2:21][O:22][CH2:23][CH2:24][O:25][CH2:26]1)[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH3:12]Participants
4
Procedure
A solution of 67.6 g (129.3 mmol) of Compound 6 in 600 mL of dichloromethane was mixed with 50.6 g (581.9 mmol) of activated manganese dioxide. The heterogeneous mixture was stirred at room temperature for 1 hour. The insolubles were removed by filtration through Celite diatomaceous earth and the solvent removed. The oily residue was triturated with 500 mL of petroleum ether and cooled. The volume of solvent was reduced to 1/2 and the yellow solid suction filtered and washed with cold pentane.
Workup
- customThe insolubles were removed by filtration through Celite diatomaceous earth
- customthe solvent removed
- customThe oily residue was triturated with 500 mL of petroleum ether
- temperaturecooled
- filtrationthe yellow solid suction filtered
- washwashed with cold pentane
Sources & evidence
- ORD record
- ord-3ffff4e820e94db19d07b71f25792400
- Source dataset
- uspto-grants-1993_02
- Patent number
- US05188802
Reaction notes
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