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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 881998Generated: October 29, 2026

Water → HCID 86691335, compound

https://huagongshe.com/reaction/881998

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
Reactant4-Toluenesulfonyl chlorideHCID 7397—
ReactantTriethylamineHCID 8471—
ReactantHCID 86691336HCID 86691336—
Catalyst4-(Dimethylamino)pyridineHCID 14284—
SolventDichloromethaneHCID 6344—
ProductHCID 86691335HCID 8669133574.1%

Reaction Conditions

Temperature0 °C

Reaction Steps

4-methyl-2-(3-(trimethylsilyl)prop-1-ene-2-yl)pentan-1-ol (59.1 mg, 0.275 mmol) and triethyl amine (835 mg, 8.25 mmol) were dissolved in anhydrous CH2Cl2 (20 mL), and then the solution was cooled to 0° C. p-toluenesulfonyl chloride (57.7 mg, 0.303 mmol) and DMAP (2.00 mg, 0.0138 mmol) were added thereto and the resulting solution was stirred at 0° C. for 6 hr. Water (30 mL) was added thereto to complete the reaction, extraction was performed by using CH2Cl2 (3×20 mL), an organic layer was washed with a brine solution, anhydrous magnesium sulfate was used to perform drying and distillation under reduced pressure, and then column chromatography was used to obtain 75.1 mg (yield 74%) of the title compound which is colorless and in the oil state.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08993766B2
Source datasetuspto-grants-2015_03
ORD IDord-9c1cca87891f45ec8ad5019bee698b17
Source noteuspto-grants-2015_03