Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 906577Generated: October 25, 2026

Tributyltin Chloride → 1-benzyloxy-5-tributylstannanyl-1H-pyrazole

https://huagongshe.com/reaction/906577

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTributyltin ChlorideHCID 15096—
Reactant1H-Pyrazole, 1-(phenylmethoxy)-HCID 10058015—
ReactantButyllithiumHCID 178418339—
SolventTetrahydrofuranHCID 8028—
Product1-benzyloxy-5-tributylstannanyl-1H-pyrazoleHCID 10479501106%

Reaction Steps

To a solution of 1-benzyloxy-1H-pyrazole (1.17 g, 6.72 mmol) in THF (15 mL) at −78° C. was added dropwise n-BuLi (4.6 mL, 1.6M, 7.4 mmol). The mixture was stirred at −78° C. for 2 h before addition of Bu3SnCl (1.99 mL, 7.38 mmol). The mixture was kept at this temperature for 1 h and was then allowed to warm up to r.t. and stirred for 1 h. The mixture was concentrated in vacuo and hexanes was added. The insoluble material was removed by filtration and the filtrate was concentrated in vacuo to afford 1-benzyloxy-5-tributylstannanyl-1H-pyrazole (3.3 g, 100%) as a yellow syrup.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08012988B2
Source datasetuspto-grants-2011_09
ORD IDord-7ae4ec079e3b4fa69cebd75ad51e2378
Source noteuspto-grants-2011_09