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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 482510Generated: October 26, 2026

Toluene → HCID 19062989, compound

https://huagongshe.com/reaction/482510

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTolueneHCID 1140—
ReactantDimethyl SulfateHCID 6497—
ReactantSodium HydroxideHCID 14798—
ReactantMethyl 4-[3-(1-adamantyl)-4-(6-hydroxyhexyloxy)phenylethynyl]benzoateHCID 19063054—
CatalystTetrabutylammonium IodideHCID 67553—
SolventWaterHCID 962—
ProductHCID 19062989HCID 19062989—

Reaction Steps

390 mg (0.8 mmol) of methyl 4-[3-(1-adamantyl)-4-(6-hydroxyhexyloxy)phenylethynyl]benzoate, 10 ml of toluene and 200 μl of a 50% sodium hydroxide solution were introduced into a round-bottomed flask. 20 mg (5.4 mmol) of tetrabutylammonium iodide and 100 μl (0.9 mmol) of dimethyl sulfate were added and stirring was carried out at room temperature for four hours. The reaction mixture was poured into water and extracted with ethyl acetate and the organic phase was separated by settling, dried over magnesium sulphate and evaporated.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05798354
Source datasetuspto-grants-1998_08
ORD IDord-2c14412a6f864da8bd16effb984bce5a
Source noteuspto-grants-1998_08