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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1749150Generated: October 31, 2026

Sulfuric Acid → (1-(3-Chlorobenzyl)cyclobutyl)(pyridin-2-yl)methanone

https://huagongshe.com/reaction/1749150

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSulfuric AcidHCID 1118—
Reactant2-BromopyridineHCID 7973—
ReactantHCID 66748528HCID 66748528—
ReactantButyllithiumHCID 178418339—
SolventTetrahydrofuranHCID 8028—
Product(1-(3-Chlorobenzyl)cyclobutyl)(pyridin-2-yl)methanoneHCID 66749362—

Reaction Conditions

Temperature50 °C

Reaction Steps

To a solution of 2-bromopyridine (1.1 g, 6.85 mmol) was added n-BuLi (2.7 mL, 6.85 mmol 2.5M in hexane) at −78° C. After stirring for 15 min, a solution of Example 44B (1.0 g, 4.57 mmol) in THF (20 mL) was added. The mixture was stirred at −78° C. for 15 min. followed by slow addition of 9.1 mL of 1 M H2SO4. The mixture was then heated to 50° C. and stirred for 30 min. The aqueous phase was separated and extracted with EtOAc (30 mL).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09156788B2
Source datasetuspto-grants-2015_10
ORD IDord-cfcaa85a276444e3907cf517033ec60c
Source noteuspto-grants-2015_10