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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 969251Generated: October 31, 2026

Hexane → HCID 87829549, compound

https://huagongshe.com/reaction/969251

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHexaneHCID 8058—
Reactant2,5-Hexanediol, (2S,5S)-HCID 6950288—
ReactantHCID 59017167HCID 59017167—
ReactantButyllithiumHCID 178418339—
SolventTetrahydrofuranHCID 8028—
ProductHCID 87829549HCID 8782954944%

Reaction Steps

A solution of BuLi 1.6M in hexane (0.96 mL, 1.53 mmol) was dropped in a solution of 2,5-dimethyl-3,4bis-(phosphino)1-phenyl-pyrrole prepared as described in the previous stage (180 mg, 0.77 mmol) in THF (14.4 mL) and the reaction mixture was left under stirring for 1.5 h. 233 mg (1.53 mmol) of the cyclic sulfate of (2S,5S) hexanediol dissolved in 1.2 mL of THF were dropped in the reaction mixture, which was subsequently left under stirring for 1 h. The reaction mixture was quenched with methanol (0.3 mL) and the solvent evaporated under reduced pressure. The solid was then washed with n-heptane (3×20 mL) and the solvent was removed from the filtrate by evaporation under reduced pressure (20 torr), thereby obtaining the desired product (133 mg, yield 44%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07307037B2
Source datasetuspto-grants-2007_12
ORD IDord-add182ed81584b3d8f36c37d2ad2260d
Source noteuspto-grants-2007_12