Acetone → HCID 131725940, compound

Bromotrimethylsilane (2 mL, 15.15 mmol) was added dropwise to ((n-decyl)ethoxyphosphinyl)methylphosphonic acid dimethyl ester (0.6 g, 1.68 mmol) in a 30 vial. A large exotherm was noted which resulted in a clear solution that was stirred for 14-16 hours at ambient temperature. Excess bromotrimethylsilane was then removed by passing a steady stream of nitrogen over the solution for 2 hours. The solution was then placed under high vacuum for 3 hours to remove any residual bromotrimethylsilane. A tacky solid was obtained. Tributylamine (0.936 g, 5.05 mmol), methanol (10 mL) and deionized water (0.5 mL) was then added to the vial and a clear solution was obtained. This solution was then added dropwise to a 0.5 M solution of NaI in acetone (10.1 mL, 5.05 mmol). A white solid precipitated immediately which was then washed with 20 mL of acetone. The solid was filtered under vacuum and then washed several times with acetone. The white solid recovered was placed under vacuum to dry for a period of 12-16 hours to give the desired product (0.481 g, 78% yield). 1H NMR (400 MHz D2O): δ 1.6 (m, 2H), 1.4 (m, 2H), 1.2 (m, 2H), 1.0 (m, 14H), 0.5 (t, 3H).

1. customresulted in a clear solution that
2. customExcess bromotrimethylsilane was then removed
3. customfor 2 hours
4. waitThe solution was then placed under high vacuum for 3 hours
5. customto remove any residual bromotrimethylsilane
6. customA tacky solid was obtained
7. customwas obtained
8. customA white solid precipitated immediately which
9. washwas then washed with 20 mL of acetone
10. filtrationThe solid was filtered under vacuum
11. washwashed several times with acetone
12. customThe white solid recovered
13. customto dry for a period of 12-16 hours

ORD record

ord-6a0fc826ac12417bbb002f38a37377a9

Source dataset

uspto-grants-2010_07

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US07754200B2