1,10-Dibromodecane → HCID 15676281, compound

A 100 mL round-bottom dry flask was purged with Argon gas. Anhydrous DMF (20 mL) and 1,10-dibromdecane (7.5 g, 25 mmol) were mixed and stirred with a stir bar. Sodium acetylide (7.4 g, 18% wt in xylene) was added slowly. The mixture was stirred at 70° C. overnight. The reaction was quenched with DI water (40 ml). The solution was extracted with CH2Cl2 (3×50 mL), re-extracted with DI water (2×50 mL), dried with sodium sulfate overnight, and filtered. After the removal of the solvent by rotoevaporation, 12-bromo-dodec-1-yne (6.5 g) was obtained. The resultant product was added to triethyl phosphate (10.9 ml, 62.5 mmol) and stirred for 24 h at 150° C. After cooling to room temperature, the excess amount of triethyl phosphate was removed under vacuum. A light yellow liquid was obtained (1 g, 20%).

1. customA 100 mL round-bottom dry flask was purged with Argon gas
2. stirringThe mixture was stirred at 70° C. overnight
3. customThe reaction was quenched with DI water (40 ml)
4. extractionThe solution was extracted with CH2Cl2 (3×50 mL)
5. extractionre-extracted with DI water (2×50 mL)
6. dry with materialdried with sodium sulfate overnight
7. filtrationfiltered
8. customAfter the removal of the solvent by rotoevaporation

ORD record

ord-a08e40a5f53546d9bbcf6e9296941dd0

Source dataset

uspto-grants-2013_08

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US08518473B2