Ammonium Chloride → HCID 68271883, compound

MeMgI (3.21 mL, 1.4 M in ether, 4.5 mmol) was added at 0° C. to a mixed liquid containing (1,3-dimesityl-1H-imidazol-2(3H)-ylidene)copper(I)chloride (244 mg, 0.60 mmol) in ether (5 mL), and the resulting mixture was stirred for 10 minutes. A solution containing 4,4′-(2-(4-chlorobut-2-en-2-yl)propane-1,3-diyl)bis(bromobenzene) (1.33 g, 3.0 mmol) in ether (4 mL) was then added, and the resulting mixed liquid was stirred at 0° C. for 12 hours. A saturated aqueous solution of ammonium chloride was added to the mixed liquid, and the mixture was extracted with ether. The thus obtained organic layer was washed with a saturated saline solution, and dried using MgSO4. The organic layer was then concentrated under reduced pressure, and the resulting residue was purified by silica gel column chromatography, yielding the title compound (4n) (1.23 g) in a yield of 97%.

1. additionwas then added
2. additionthe resulting mixed liquid
3. stirringwas stirred at 0° C. for 12 hours
4. extractionthe mixture was extracted with ether
5. washThe thus obtained organic layer was washed with a saturated saline solution
6. customdried
7. concentrationThe organic layer was then concentrated under reduced pressure
8. customthe resulting residue was purified by silica gel column chromatography

ORD record

ord-b84c01ceee0c4507b4f65be406007f7e

Source dataset

uspto-grants-2015_06

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US09051246B2