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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1769338Generated: October 31, 2026

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

https://huagongshe.com/reaction/1769338

Reaction equation

Participants

RoleNameHCIDCharge
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 HC1 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. Anal C, H, N: Calc. C 65.27; H 6.57; N 3.04, Found C 65.28; H 6.58; N 3.04

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05380850
Source datasetuspto-grants-1995_01
ORD IDord-543762c7a08b4f5b950e8befbec45852
Source noteuspto-grants-1995_01