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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 410007Generated: November 1, 2026

Benzo(B)Thiophene → (1-Benzothiophen-2-yl)tributylstannane

https://huagongshe.com/reaction/410007

Reaction equation

Participants

RoleNameHCIDCharge
ReactantBenzo(B)ThiopheneHCID 7221—
ReactantTributyltin ChlorideHCID 15096—
ReactantButyllithiumHCID 178418339—
Product(1-Benzothiophen-2-yl)tributylstannaneHCID 2735461—

Reaction Steps

2.5 M of n-BuLi (3.1 mL/hexane, 7.67 mmol) was added to benzo[b]thiophene (1.05 g, 7.67 mmol/THF (20 mL)) and reacted at 0° C. for 1 hour under a dry and anaerobic operation condition to form a solution. SnBu3Cl (2.38 mL, 8.44 mmol) was then added to the solution and reacted at 0° C. for 30 minutes. After returning to room temperature, the solution was continuously reacted for 8 hours. After the reaction was completed, the solution was extracted by ether (30 mL) and deionized water (50 mL). An organic phase was collected. After removal of ether by a rotary concentrator, the organic phase was purified by reduced-pressure distillation to form a transparent pale yellow oily product (23, 1.76 g, 54%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08759543B2
Source datasetuspto-grants-2014_06
ORD IDord-b0d69fd8543b4f6eaa7a1860333c0328
Source noteuspto-grants-2014_06