1,6-Dioxaspiro[2.5]octane Chemical Properties

Boiling point:

60 °C(Press: 145 Torr)

Density 

1.044 g/cm3

storage temp. 

2-8°C

Safety Information

RIDADR 

1993

HazardClass 

3

PackingGroup 

Ⅲ

1,6-Dioxaspiro[2.5]octane Usage And Synthesis

Synthesis

Trimethylsulfonium oxide iodide (286 mg, 13 mmol) was dissolved in dimethyl sulfoxide (DMSO, 20 mL) under nitrogen protection. Sodium hydride (60% dispersed in mineral oil, 520 mg, 13 mmol) was then added in batches (note: vigorous bubble generation was observed). The resulting suspension was stirred at room temperature for 1 h. Tetrahydro-4H-pyran-4-one (0.93 mL, 10 mmol) was then added slowly and dropwise. The reaction mixture was continued to be stirred for 1 h at room temperature and then the reaction was quenched by pouring into an ice-water mixture. The aqueous phase was extracted with ether (3 x 20 mL), the organic phases were combined, washed sequentially with water and saturated brine and dried over anhydrous magnesium sulfate. After concentration under reduced pressure, 1,6-dioxaspiro[2.5]octane was obtained as a light yellow oil (725 mg, 6.3 mmol, 63% yield).

References

[1] ChemMedChem, 2010, vol. 5, # 1, p. 65 - 78
[2] Patent: WO2017/93543, 2017, A2. Location in patent: Page/Page column 114
[3] Patent: TWI609011, 2017, B. Location in patent: Page/Page column 68; 69
[4] Patent: EP2680844, 2016, B1. Location in patent: Paragraph 0128
[5] Patent: TW2018/8946, 2018, A. Location in patent: Page/Page column 59

1,6-Dioxaspiro[2.5]octane(185-72-8)Related Product Information

• N-OCTANE
• Hexane
• satratoxin G
• roritoxin B
• myrotoxin B
• coriolin
• diketocoriolin B
• (2R,3R)-5,5-DIMETHYL-1,6-DIOXA-SPIRO[2.5]OCTANE-2-CARBOXYLIC ACID ETHYL ESTER
• 1,6-Dioxaspiro[2.5]octane