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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 579678Generated: October 30, 2026

Allyltributylstannane → HCID 67540187, compound

https://huagongshe.com/reaction/579678

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAllyltributylstannaneHCID 90628—
ReactantLithium ChlorideHCID 433294—
ReactantHCID 67541261HCID 67541261—
CatalystHCID 178418397HCID 178418397—
SolventTetrahydrofuranHCID 8028—
ProductHCID 67540187HCID 6754018761.2%

Reaction Conditions

Temperature90 °C

Reaction Steps

THF (20 ml) was added into a mixture of 5 (0.62 g, 1.18 mmol), allyltributyltin (0.78 g, 2.36 mmol), Pd(PPh3)4 (0.068 g, 0.06 mmol) and LiCl (0.092 g, 3.54 mmol). The reaction mixture was stirred at 90° C. for 24 hours. After evaporating off the solvent, the crude product was purified by gradient column chromatography on silica gel with hexane/methylene chloride 9:1 to 4:1 (v/v) as the eluent to yield 6 (0.35 g, 61%) as a white powder. 1H NMR (400 MHz, CDCl3, 298 K): δ(ppm) 8.40-8.38 (dd, 2H), 8.19-8.17 (d, 1H), 8.00 (s, 1H), 7.93-7.79 (m, 2H), 7.50-7.41 (m, 4H), 7.34-7.22 (m, 3H), 6.18-6.08 (m, 1H), 5.20-5.10 (m, 2H), 4.15-4.11 (m, 4H), 3.61-3.59 (d, 2H), 2.50-2.39 (m, 2H), 1.03-1.01 (m, 12H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09040718B2
Source datasetuspto-grants-2015_05
ORD IDord-cd7c87ed7e7e4f22a727e7b213fc1129
Source noteuspto-grants-2015_05