Sodium Sulfate → 1,4-Dioxaspiro[4.5]decan-8-one

HRID 1945254Notes

Reaction equation

HRID 1945254 reaction equation
IC1C=CC=CC=1S([O-])(=O)=O.[Na+].OOS([O-])=O.[K+].S([O-])([O-])(=O)=O.[Na+].[Na+].[O:26]1[C:30]2([CH2:35][CH2:34][CH:33]([OH:36])[CH2:32][CH2:31]2)[O:29][CH2:28][CH2:27]1>C(OCC)(=O)C>[O:26]1[C:30]2([CH2:31][CH2:32][C:33](=[O:36])[CH2:34][CH2:35]2)[O:29][CH2:28][CH2:27]1

Participants

6

Reactant 4

HCID 24436Sodium SulfateHCID 5673521,4-Dioxaspiro(4.5)decan-8-olHCID 23662047Sodium 2-IodobenzenesulfonateHCID 23707502Potassium hydroxy sulfite

Product 1

HCID 5674151,4-Dioxaspiro[4.5]decan-8-oneYield 86%

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 158 mg (1 mmol) of 1,4-dioxaspiro[4.5]decane-8-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 1,4-dioxaspiro[4.5]decane-8-one was obtained. The yield of the obtained 1,4-dioxaspiro[4.5]decane-8-one was determined and the result is shown in Table 1. (Yield 86%)

Sources & evidence

ORD record
ord-ef19947a378d496f86d55dafc01d0580
Source dataset
uspto-grants-2013_03
Patent number
US08394995B2

Reaction notes

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