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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1736011Generated: November 3, 2026

Hydrochloric Acid → N-[[3-(1,3-Dioxolan-2-yl)-2-thienyl]sulfonyl]-N-(4-methoxyphenylmethyl) glycine Ethyl Ester

https://huagongshe.com/reaction/1736011

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
Reactanttert-ButanolHCID 6386—
Reactant4-Methyloxybenzyl chlorideHCID 69993—
ReactantN-[[3-(1,3-dioxolan-2-yl)-2-thienyl]sulfonyl]glycine ethyl esterHCID 21480494—
ReactantPotassium tert-butoxideHCID 23665647—
SolventWaterHCID 962—
SolventDimethylformamideHCID 6228—
ProductN-[[3-(1,3-Dioxolan-2-yl)-2-thienyl]sulfonyl]-N-(4-methoxyphenylmethyl) glycine Ethyl EsterHCID 53954663101.6%

Reaction Steps

To a solution of the product from Example 10, Step A (2.80 g, 8.72 mmol) in anhydrous DMF (40 mL) at 0° C. was added a solution of potassium t-butoxide in t-butanol (1M, 9.16 mL, 9.16 mmol) followed by 4-methoxybenzyl chloride (1.78 g, 11.34 mmol). The solution was stirred at ambient temperature for 4 h, poured into 2N HCl (50 mL), diluted with water (150 mL) and extracted with ethyl acetate (2×120 mL). The combined extracts were dried (MgSO4), filtered and evaporated to give a viscous oil (3.91 g) which was used in the next step.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05538966
Source datasetuspto-grants-1996_07
ORD IDord-32e2a4e5f05841909f6264a9d0e8dbde
Source noteuspto-grants-1996_07