Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 376530Generated: October 30, 2026

Triethylamine → HCID 54309784, compound

https://huagongshe.com/reaction/376530

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
ReactantTriphenylphosphineHCID 11776—
Reactant3-MethoxybenzenethiolHCID 84989—
ReactantHCID 54554648HCID 54554648—
SolventWaterHCID 962—
SolventTetrahydrofuranHCID 8028—
ProductHCID 54309784HCID 54309784134.9%

Reaction Steps

Triethylamine 481 ml is added to the mixture of 3-methoxythiophenol 322.5 g, triphenylphosphine 241.3 g, water 204 ml and tetrahydrofuran 2.3 liter under nitrogen atmosphere while cooling with ice under stirring, and then 2-bromocyclohexylacetaldehyde 518.9 g is dropwise added. Stirring is carried out at a room temperature for one hour, and then stirring is further continued at 60° C. for 2.5 hours. Water 200 ml is added, and the mixture is shaken. The organic layer is separated and washed twice with 10% hydrochloric acid 500 ml and twice with saturated brine 400 ml, and then it is dried on magnesium sulfate anhydrous. The solvent is distilled off under reduced pressure, and the residue is dissolved in hexane 2 liter and stirred at a room temperature for 13 hours. After cooling with ice, deposited crystals are filtered off, and the solvent is distilled off under reduced pressure, whereby yellow oily 2-(3-methoxyphenylthio)cyclohexylacetaldehyde 820.3 g is obtained.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06020531
Source datasetuspto-grants-2000_02
ORD IDord-81974f352c3b488285c823b1fbc5fafc
Source noteuspto-grants-2000_02