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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1109499Generated: October 30, 2026

Hydrochloric Acid → 3-[N-(p-Chlorobenzyl)-3-(t-butylthio)-5-methoxyindol-2-yl]-2,2-dimethylpropanoic acid

https://huagongshe.com/reaction/1109499

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantLithium HydroxideHCID 3939—
ReactantTetrahydrofuranHCID 8028—
Reactant3-[1-(4-Chlorobenzyl)-3-(t-butylthio)-5-methoxyindol-2-yl]-2,2-dimethylpropanoic acid methyl esterHCID 11762500—
SolventMethanolHCID 887—
Product3-[N-(p-Chlorobenzyl)-3-(t-butylthio)-5-methoxyindol-2-yl]-2,2-dimethylpropanoic acidHCID 14980576—

Reaction Conditions

Temperature80 °C

Reaction Steps

The compound from Step A was hydrolysed using 325 mL of THF, 600 mL of MeOH and 325 mL of 1.0M LiOH. The solution was heated to 80° C. for 3 h. The solution was acidified with 1N HCl and extracted with 3×200 mL of EtOAc. The organic phase was washed with water (2×150 mL) and dried over MgSO4. The solution was evaporated to dryness to provide the title compound. m.p. 190°-191° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05321033
Source datasetuspto-grants-1994_06
ORD IDord-7701505248c846f3967f34adc33ceca6
Source noteuspto-grants-1994_06