Sulfoxonium, trimethyl-, iodide (1:1) → HCID 86647914, compound

HRID 573211Notes

Reaction equation

HRID 573211 reaction equation
[O:1]1[C:5]2([CH2:10][CH2:9][C:8](=O)[CH2:7][CH2:6]2)[O:4][CH2:3][CH2:2]1.[I-].C[S+](C)(C)=O.C[C:19](C)([O-:21])C.[K+]>CS(C)=O>[O:21]1[C:2]2([CH2:9][CH2:8][CH2:7][CH2:6][C:5]3([O:1][CH2:10]3)[O:4][CH2:3]2)[CH2:19]1

Participants

5

Reactant 3

HCID 74498Sulfoxonium, trimethyl-, iodide (1:1)HCID 5674151,4-Dioxaspiro[4.5]decan-8-oneHCID 23665647Potassium tert-butoxide

Product 1

HCID 86647914HCID 86647914, compound

Reagents, catalysts & solvents 1

HCID 679Dimethyl SulfoxideSolvent2×

Procedure

A dimethyl sulfoxide (40 mL) solution of 1,4-dioxaspiro[4.5]decan-8-one (6.25 g) was added dropwise to a solution of trimethylsulfoxonium iodide (8.8 g) and potassium t-butoxide (4.5 g) in dimethyl sulfoxide (50 mL). The mixture was stirred at room temperature overnight. The mixture was then poured over ice-water and extracted with diethyl ether (3×200 mL). The combined organic extracts were washed with water and brine, dried over Na2SO4, and filtered. Concentration of the filtrate gave the crude product.

Workup

  1. extractionextracted with diethyl ether (3×200 mL)
  2. washThe combined organic extracts were washed with water and brine
  3. dry with materialdried over Na2SO4
  4. filtrationfiltered

Sources & evidence

ORD record
ord-d2e776e353b74bc795f80cca92614147
Source dataset
uspto-grants-2015_05
Patent number
US09029404B2

Reaction notes

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