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

HRID 1043232Notes

Reaction equation

HRID 1043232 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-bce53c1900754b4aadcf4d1208dcf6d8
Source dataset
uspto-grants-2013_10
Patent number
US08557983B2

Reaction notes

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