Sodium Sulfate → 3,3-Dimethyl-1,5-dioxaspiro(5.5)undecan-9-one

HRID 1945253Notes

Reaction equation

HRID 1945253 reaction equation
IC1C=CC=CC=1S([O-])(=O)=O.[Na+].OOS([O-])=O.[K+].S([O-])([O-])(=O)=O.[Na+].[Na+].[CH3:26][C:27]1([CH3:39])[CH2:32][O:31][C:30]2([CH2:37][CH2:36][CH:35]([OH:38])[CH2:34][CH2:33]2)[O:29][CH2:28]1>C(OCC)(=O)C>[CH3:26][C:27]1([CH3:39])[CH2:28][O:29][C:30]2([CH2:37][CH2:36][C:35](=[O:38])[CH2:34][CH2:33]2)[O:31][CH2:32]1

Participants

6

Reactant 4

HCID 24436Sodium SulfateHCID 124700963,3-Dimethyl-1,5-dioxaspiro[5.5]undecan-9-olHCID 23662047Sodium 2-IodobenzenesulfonateHCID 23707502Potassium hydroxy sulfite

Product 1

HCID 5879683,3-Dimethyl-1,5-dioxaspiro(5.5)undecan-9-oneYield 91%

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Conditions

Temperature
70 °C

Procedure

6.1 mg (0:02 mmol) of sodium 2-iodobenzenesulfonate prepared by Preparation Example 4, 0.49 g (0.8 mmol) of powdered Oxone (registered trademark), 0.5 g (3.5 mmol) of anhydrous sodium sulfate and 200 mg (1 mmol) of 3,3-dimethyl-1,5-dioxaspiro[5.5]undecan-9-ol were added to 5 ml of ethyl acetate, and the mixture was heated at 70° C. while being stirred under a nitrogen for eight hours. The later treatment was carried out in the same way as in Example 1, and then 3,3-dimethyl-1,5-dioxaspiro[5.5]undecan-9-one was obtained. The yield of the obtained 3,3-dimethyl-1,5-dioxaspiro[5.5]undecan-9-one was determined and the result is shown in Table 2. (Yield 91%)

Sources & evidence

ORD record
ord-548f8093996d4b369804debc6ca5a3d1
Source dataset
uspto-grants-2013_03
Patent number
US08394995B2

Reaction notes

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