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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1781996Generated: October 29, 2026

4-Toluenesulfonyl chloride → HCID 23109302, compound

https://huagongshe.com/reaction/1781996

Reaction equation

Participants

RoleNameHCIDCharge
Reactant4-Toluenesulfonyl chlorideHCID 7397—
ReactantDiisopropylethylamineHCID 81531—
Reactant6-Phenyl-1-hexanolHCID 520110—
ReactantHCID 5099883HCID 5099883—
ReactantHCID 11448907HCID 11448907—
SolventAcetonitrileHCID 6342—
ProductHCID 23109302HCID 2310930258.9%

Reaction Conditions

Temperature70 °C

Reaction Steps

To a solution of the compound prepared in Example 1 (28 mg) and N,N-diisopropylethylamine (155 mg) in acetonitrile (3 mL) were added benzenesulfonylchloride resin (Argonaut, product name PS-TsCl, product number 800276, 1.22 mmol/g, 0.20 mmol) (164 mg) and sulfonyl resin (175 mg) which is prepared from 6-phenylhexanol (345 mg). The mixture was stirred for 18 hours at 70° C. and then filtrated. The resin was washed with acetonitrile (3 mL, three times). The filtrate and rinsed solution were combined and concentrated. The residue was purified by column chromatography on silica gel (chloroform:methanol=25:1), added 4N hydrochloric acid in ethyl acetate and concentrated to give the title compound (28 mg) having the following physical data.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07498323B2
Source datasetuspto-grants-2009_03
ORD IDord-b14c93ecec2d476e8a8652d824d39716
Source noteuspto-grants-2009_03