Carbon Disulfide → 5-(3-Trimethoxysilylpropyloxymethyl)-1,3-oxathiolane-2-thione

Temperature

25 °C

To a solution of (3-glycidoxypropyl)trimethoxy-silane (X=methoxy; 75.6 g, 320 mmol) and lithium bromide (1.38 g, 16.0 mmol) in tetrahydrofuran (250 ml), a solution of carbon disulfide (29.2 g, 384 mmol) in tetrahydrofuran (150 ml) was added dropwise at 0° C., and the mixture was stirred at 25° C. After 12 h, the volatiles were removed under reduced pressure, and the residue was dissolved in diethylether (500 ml), washed with saturated distilled water (200 ml) three times. The ether layer was dried over magnesium sulfate, filtered, and concentrated under reduced pressure. The residue was distilled under vacuum to give 5-(3-trimethoxysilylpropyloxymethyl)-1,3-oxathiolane-2-thione (1a) as a yellow oil (51.2 g, 164 mmol, 51%).

1. customthe volatiles were removed under reduced pressure
2. dissolutionthe residue was dissolved in diethylether (500 ml)
3. washwashed
4. distillationwith saturated distilled water (200 ml) three times
5. dry with materialThe ether layer was dried over magnesium sulfate
6. filtrationfiltered
7. concentrationconcentrated under reduced pressure
8. distillationThe residue was distilled under vacuum

ORD record

ord-ebabb09cae36411db6a563cd4ce37a5f

Source dataset

uspto-grants-2008_10

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US07432381B2