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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1651713Generated: October 30, 2026

Hydrochloric Acid → S-(4-Methylbenzyl)-L-Cysteine t-Butyl Ester

https://huagongshe.com/reaction/1651713

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantSulfuric AcidHCID 1118—
ReactantIsobutyleneHCID 8255—
ReactantSodium HydroxideHCID 14798—
ReactantS-p-Methylbenzyl-L-cysteineHCID 13994756—
SolventDiethyl EtherHCID 3283—
Solvent1,4-DioxaneHCID 31275—
ProductS-(4-Methylbenzyl)-L-Cysteine t-Butyl EsterHCID 14770807—

Reaction Steps

To a cold solution of isobutylene (50 ml) in dioxane (80 ml), add S-(4-methylbenzyl)-L-cysteine (5.0 g) and concentrated H2SO4 (10 ml). Seal the vessel, allow to warm to room temperature, and stir for 18 hr. Pour into 5% NaOH (500 ml), extract with Et2O (3×400 ml), dry (MgSO4) and concentrate the Et2O in vacuo to give an oil. Treat the oil with HCl in Et2O to give the title compound, white needles (2.76 g) m.p. 218° (dec).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04929641
Source datasetuspto-grants-1990_05
ORD IDord-7b04dbd7580448f2be6f0002e56d6b62
Source noteuspto-grants-1990_05