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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 536707Generated: October 30, 2026

Triethylamine → HCID 66643231, compound

https://huagongshe.com/reaction/536707

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
Reactantp-Toluenesulfonic acid monohydrateHCID 521998—
ReactantHCID 66646915HCID 66646915—
SolventMethanolHCID 887—
SolventDichloromethaneHCID 6344—
ProductHCID 66643231HCID 6664323173.1%

Reaction Steps

The product from Example 22D (2.6 g, 6 mmol) in CH2Cl2 (10 mL) and MeOH (10 mL) was treated with 4-methylbenzenesulfonic acid monohydrate (570 mg, 3 mmol). The mixture was stirred at rt for 1 hr. The mixture was neutralized with excess Et3N. The solvent was removed and the residue was purified by column chromatography using an Analogix® Intelliflash280™ (SiO2, 0-50% MeOH in ethyl acetate) to afford 580 mg (73%) of the title compound. 1H NMR (400 MHz, CDCl3) δ ppm 1.85 (t, J=6.14 Hz, 1H) 1.95-2.03 (m, 2H) 3.35 (s, 3H) 3.56-3.65 (m, 1H) 3.71-3.78 (m, 1H) 3.82 (dd, J=8.29, 4.30 Hz, 1H) 3.85-3.93 (m, 2H) 3.95-4.02 (m, 1H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08859596B2
Source datasetuspto-grants-2014_10
ORD IDord-7f9e285991ee49b3ad600246b6e48014
Source noteuspto-grants-2014_10