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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1789712Generated: October 30, 2026

Methanol → HCID 22036442, compound

https://huagongshe.com/reaction/1789712

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethanolHCID 887—
Reactantp-Toluenesulfonic acidHCID 6101—
ReactantBenzaldehyde, 3-(2-hydroxyethoxy)-HCID 6453965—
ProductHCID 22036442HCID 22036442—

Reaction Steps

p-TsOH (165 mg, 0.87 mmol) was added to a solution of the product obtained in Step 1 (1.45 g, 8.73 mmol) in dry MeOH (60 mL). After being stirred for 23 h at room temperature, more p-TsOH (170 mg, 0.89 mmol) was added. After additional 4 h of stirring, the reaction was quenched by the addition of NaHCO3 (saturated aqueous solution, 70 mL) and H2O (50 mL). The aqueous phase was extracted with EtOAc (3×100 mL). The combined organic phases were washed with brine and dried (MgSO4). Evaporation of the solvents afforded a yellow oil that was used in the next step without purification. Yield 1.59 g (86%). The product contained about 5% of starting material (1H NMR).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07071180B2
Source datasetuspto-grants-2006_07
ORD IDord-c267f725b5b74ac69532be19c367e0e2
Source noteuspto-grants-2006_07